Name: 133745-75-2|N-Fluorobenzenesulfonimide|98%
Brand: Ambeed
SKU: A466684
Price: 5.0 USD
Availability: InStock
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1
[ 14227-17-9 ]
[ 143-15-7 ]
[ 133745-75-2 ]
[ 105-56-6 ]
(1) 2-dodecyl-α-fluoro-N-(2,4,6-trimethoxyphenyl)-2H-tetrazole-5-acetamide [ No CAS ]

Reference： [1]Patent: EP1203767,2002,A1 .Location in patent: Example 118

2
[ 14227-17-9 ]
[ 143-15-7 ]
[ 133745-75-2 ]
[ 105-56-6 ]
2-dodecyl-α,α'-difluoro-N-(2,4,6-trimethoxyphenyl)-2H-tetrazole-5-acetamide [ No CAS ]

Reference： [1]Patent: EP1203767,2002,A1 .Location in patent: Example 119

3
[ 133745-75-2 ]
[ 155731-14-9 ]
[ 438210-28-7 ]

Yield	Reaction Conditions	Operation in experiment
	With n-butyllithium; In hexane;	B. Synthesis of (tert-butyl)[(5-chloro-3-fluoro(2-thienyl))sulfonyl]amine A THF solution (1.5 mL) of 128 mg (0.50 mmol) of <strong>[155731-14-9](tert-butyl)[(5-chloro(2-thienyl))sulfonyl]amine</strong> was cooled to -78 C. and treated with 954 muL (1.5 mmol) of a 1.6 M solution of butyl lithium in hexane. After 1 h, 159 mg (0.5 mmol) of bis(phenylsulfonyl)fluoroamine was added and the solution was allowed to warm to 23 C. The reaction was quenched with 1 mL of sat. NH4Cl, extracted 3 times with diethyl ether, dried (MgSO4), concentrated in vacuo to afford a quantitative yield (147 mg) of the desire product. 19F-NMR (CDCl3) delta(ppm): -113.4.
	With n-butyllithium; In hexane;	B. Synthesis of (tert-butyl)[(5-chloro-3-fluoro(2-thienyl))sulfonyl]amine A THF solution (1.5 mL) of 128 mg (0.50 mmol) of <strong>[155731-14-9](tert-butyl)[(5-chloro(2-thienyl))sulfonyl]amine</strong> was cooled to -78 C. and treated with 954 muL (1.5 mmol) of a 1.6 M solution of butyl lithium in hexane. After 1 h, 159 mg (0.5 mmol) of bis(phenylsulfonyl)fluoroamine was added and the solution was allowed to warm to 23 C. The reaction was quenched with 1 mL of sat. NH4Cl, extracted 3 times with diethyl ether, dried (MgSO4), concentrated in vacuo to afford a quantitative yield (147 mg) of the desire product. 19F-NMR (CDCl3) delta (ppm): -113.4.

Reference： [1]Patent: US2002/77486,2002,A1
[2]Patent: US6906063,2005,B2

4
[ 107-94-8 ]
[ 17715-70-7 ]
[ 133745-75-2 ]
[ 103068-41-3 ]
[ 151-10-0 ]
2,4-dihydroxy-5-fluoro-β-chloropropiophenone [ No CAS ]
[ 178374-98-6 ]

Yield	Reaction Conditions	Operation in experiment
	With trifluorormethanesulfonic acid; hydrogen bromide; acetic acid; In hexane; ethyl acetate;	Preparation 29 6-Fluoro-7-hydroxychroman-4-one A mixture of 1,3-dimethoxybenzene (3.80 mL, 29.0 mmol) and N-fluorodibenzenesulfonamide (4.21 g, 29.21 mmol) was heated at 60 C. overnight. The mixture was cooled and flash chromatographed on silica gel (25 inches packed in hexane) with elution proceeding as follows: 3% ethyl acetate/hexane (1000 mL), discarded forerun; 3% ethyl acetate/hexane (1000 mL), 2.69 g of a 2:1 mixture of 2,4-dimethoxyfluorobenzene and starting material which was carried directly into the next step. The product of the above reaction was combined with acetic acid (11 mL) and 48% HBr (11 mL) and refluxed 3 h. The reaction was concentrated and flash chromatographed on silica gel (25 inches packed in hexane) with elution proceeding as follows: 10% ethyl acetate/hexane (2000 mL), 0.95 g (43%) of <strong>[103068-41-3]2,4-dihydroxyfluorobenzene</strong> as a waxy white solid which was used without purification. A mixture of <strong>[103068-41-3]2,4-dihydroxyfluorobenzene</strong> (0.15 g, 1.17 mmol), 3-chloropropionic acid (0.13 g, 1.20 mmol) and trifluoromethanesulfonic acid (1 mL) were heated to 80 C. for 3 h. The reaction was poured into water and extracted with ether (3*). The combined organic phase was washed with water and brine, dried over magnesium sulfate, and concentrated to give 2,4-dihydroxy-5-fluoro-beta-chloropropiophenone as a red solid which had: NMR delta 7.37 (d, J=10.8 Hz, 1 H), 6.54 (d, J=7.7 Hz, 1 H), 3.87 (t, J=6.8 Hz, 2 H) 3.33 (t, J=6.8 Hz, 2 H). This product still contained some residual 3-chloropropionic acid but was suitable for use in the next reaction.
	With trifluorormethanesulfonic acid; hydrogen bromide; acetic acid; In hexane; ethyl acetate;	Preparation 29 6-Fluoro-7-hydroxychroman-4-one A mixture of 1,3-dimethoxybenzene (3.80 mL, 29.0 mmol) and N-fluorodibenzenesulfonamide (4.21 g, 29.21 mmol) was heated at 60 C. overnight. The mixture was cooled and flash chromatographed on silica gel (25 inches packed in hexane) with elution proceeding as follows: 3% ethyl acetate/hexane (1000 mL), discarded forerun; 3% ethyl acetate/hexane (1000 mL), 2.69 g of a 2:1 mixture of 2,4-dimethoxyfluorobenzene and starting material which was carried directly into the next step. The product of the above reaction was combined with acetic acid (11 mL) and 48% HBr (11 mL) and refluxed 3 h. The reaction was concentrated and flash chromatographed on silica gel (25 inches packed in hexane) with elution proceeding as follows: 10% ethyl acetate/hexane (2000 mL), 0.95 g (43%) of <strong>[103068-41-3]2,4-dihydroxyfluorobenzene</strong> as a waxy white solid which was used without purification. A mixture of <strong>[103068-41-3]2,4-dihydroxyfluorobenzene</strong> (0.15 g, 1.17 mmol), 3-chloropropionic acid (0.13 g, 1.20 mmol) and trifluoromethanesulfonic acid (1 mL) were heated to 80 C. for 3 h. The reaction was poured into water and extracted with ether (3x). The combined organic phase was washed with water and brine, dried over magnesium sulfate, and concentrated to give 2,4-dihydroxy-5-fluoro-beta-chloropropiophenone as a red solid which had: NMR delta7.37 (d, J=10.8 Hz, 1 H), 6.54 (d, J=7.7 Hz, 1 H), 3.87 (t, J=6.8 Hz, 2 H), 3.33 (t, J=6.8 Hz, 2 H). This product still contained some residual 3-chloropropionic acid but was suitable for use in the next reaction.

Reference： [1]Patent: US6046213,2000,A
[2]Patent: US6258827,2001,B1

5
[ 6651-36-1 ]
[ 133745-75-2 ]
[ 694-82-6 ]

Yield	Reaction Conditions	Operation in experiment
47%	With hydrogenchloride; In dichloromethane;	EXAMPLE 5 This Example is directed to the fluorination of trimethylsilyloxycyclohexene ((CH3)3 SiOC6 H9) to form 2-fluorocyclohexanone (C6 H9 FO). A solution of 5 millimoles trimethyl-silyloxycyclohexene in 10 milliliters dichloromethane was dropped into a solution of 6 millimoles N-fluorobenzenesulfonimide prepared according to Example 1 above in 15 milliliters dichloromethane. The mixture was stirred for 24 hours at room temperature. 60 milliliters 0.1N hydrogen chloride were poured into the mixture and stirring was continued for 10 minutes. The mixture was extracted with dichloromethane and the organic layers were washed with water and brine. A 47% yield of 2-fluorocyclohexanone was obtained.

Reference： [1]Patent: US5254732,1993,A

6
[ 594-19-4 ]
[ 133745-75-2 ]
[ 161117-83-5 ]
t-butyl N-(4-fluoro-2-methoxy-pyridin-3-yl)carbamate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With acetic acid; In tetrahydrofuran; water; pentane;	49. Preparation of t-Butyl N-(4-Fluoro-2-methoxy-3-pyridinyl)carbamate To a solution of 8 g (35.7 mmol) of t-butyl N-(2-methoxy-3-pyridyl)carbamate in 200 mL of dry tetrahydrofuran was added with stirring at -60 C., 46.2 mL (78.5 mmol) of 1.7M t-butyl lithium in pentane. The resulting solution was allowed to warm slowly with stirring to -20 C. over a 20 to 30 min period. It was then cooled to about -60 C. and 12.2 g (38.7 mmol) of N-fluorodibenzenesulfonimide was added with stirring all at once. The mixture was allowed to warm to -20 C. and was poured into 500 mL of ether. The resulting ethereal solution was washed with a mixture of 2.5 g (41.7 mmol) of acetic acid and 150 mL of water. The aqueous phase was extracted with 200 mL of ether. The ethereal extracts were combined, dried over magnesium sulfate, filtered, and concentrated by evaporation. The residue was purified by flash chromatography to obtain 6.7 g (77 percent of theory) of the title compound as a colorless solid melting at 75-77 C. Elemental Analysis C11 H15 FN2 O3 Calc.: %C, 54.5; %H, 6.24; %N, 11.6 Found: %C, 54.2; %H, 6.39; %N, 11.4 1 H NMR (CDCl3): 7.88 (dd, 1H, j=5.8, 7.6); 6.68 (dd, 1H, j=5.8, 8.9); 5.9 (br, 1H); 3.9 (s, 3H); 1.45 (s, 9H).
	With acetic acid; In tetrahydrofuran; water; pentane;	9. Preparation of t-butyl N-(4-Fluoro-2-methoxy-3-pyridinyl)carbamate To a solution of 8 g (35.7 mmol) of t-butyl N-(2-methoxy-3-pyridyl)carbamate in 200 mL of dry tetrahydrofuran was added with stirring at -60 C., 46.2 mL (78.5 mmol) of 1.7M t-butyl lithium in pentane. The resulting solution was allowed to warm slowly with stirring to -20 C. over a 20 to 30 min period. It was then cooled to about -60 C. and 12.2 g (38.7 mmol) of N-fluorodibenzenesulfonimide was added with stirring all at once. The mixture was allowed to warm to -20 C. and was poured into 500 mL of ether. The resulting ethereal solution was washed with a mixture of 2.5 g (41.7 mmol) of acetic acid and 150 mL of water. The aqueous phase was extracted with 200 mL of ether. The ethereal extracts were combined, dried over magnesium sulfate, filtered, and concentrated by evaporation. The residue was purified by flash chromatography to obtain 6.7 g (77 percent of theory) of the title compound as a colorless solid melting at 75-77 C. Elemental Analysis C11 H15 FN2 O3 Calc.: %C, 54.5; %H, 6.24; %N, 11.6 Found: %C, 54.2; %H, 6.39; %N, 11.4. 1 H NMR (CDCl3): 7.88 (dd, 1H, j=5.8, 7.6); 6.68 (dd, 1H, j=5.8, 8.9); 5.9 (br, 1H); 3.9 (s, 3H); 1.45 (s, 9H

Reference： [1]Patent: US5571775,1996,A
[2]Patent: US5614469,1997,A

7
ammonium chloride [ No CAS ]
[ 133745-75-2 ]
[ 150-78-7 ]
(+/-)-cis-2-(3,6-dimethoxy2-fluorophenyl) cyclopropylamine [ No CAS ]
[ 82830-49-7 ]

Yield	Reaction Conditions	Operation in experiment
	With n-butyllithium; In tetrahydrofuran; hexane; ethyl acetate;	EXAMPLE 61 (+,-)-N-(cis-2-(3,6-dimethoxy-2-fluorophenyl)-cyclopropyl)-N'-(5-chloropyrid-2-yl)-urea To a solution of 1,4-dimethoxybenzene (15.0 g, 0.109 mol) in 300 mL of dry THF was added 2.5M n-butyllithium (45.6 mL, 0.114 mol) at room temperature under nitrogen. After addition was complete, the solution was stirred for 1 hr. The mixture was cooled to -70 C. and N-fluorobenzenesulfonimide (36.0 g, 0.114 mol) in 150 mL of THF was added slowly, keeping the temperature below -60 C. The solution was allowed to warm to room temperature during the night. 100 mL of NH4 Cl (sat) was added and the mixture was extracted with diethyl ether/THF. The organic phase was washed with 1M NaOH (2*60 mL), dried over MgSO4 and evaporated. Column chromatography (silica gel, n-hexane followed by 1, 5 and 10% EtOAc in n-hexane) provided 11.43 g of a mixture of 1,4-dimethoxy-2-fluorobenzene and 1,4-dimethoxybenzene (4.3:1). This mixture was reacted in a manner analogous to Examples 362, 375 and 348 of WO 93/03022 to give (+,-)-cis-2-(3,6-dimethoxy2-fluorophenyl) cyclopropylamine.

Reference： [1]Patent: US5849769,1998,A

8
[ 4295-04-9 ]
[ 133745-75-2 ]
4-chloro-3-fluoro-6-methoxyquinoline [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; ethyl acetate;	4-Chloro-3-fluoro-6-methoxyquinoline 1.3 cm3 of diisopropylamine in 50 cm3 of tetrahydrofuran were cooled to a temperature in the region of -75° C. and 5.8 cm3 of a 1.6 M solution of butyl lithium in hexane were added, with stirring and under an inert atmosphere. After stirring for 20 minutes at a temperature in the region of -75° C., a solution of 1.2 g of <strong>[4295-04-9]4-chloro-6-methoxyquinoline</strong> in 20 cm3 of tetrahydrofuran was added. The solution obtained was stirred for a further 4 hours, followed by addition of a solution of 2.9 g of N-fluorobenzene sulfonimide in 10 cm3 of tetrahydrofuran. After stirring for 2 hours at a temperature in the region of 20° C., the reaction mixture was hydrolyzed with 200 cm3 of a 90/10 tetrahydrofuran/water mixture and then 100 cm3 of a saturated sodium chloride solution and 150 cm3 of ethyl acetate. The mixture was washed with 3 times 80 cm3 of a saturated sodium chloride solution, dried over magnesium sulfate, filtered and concentrated to dryness under reduced pressure (2 kPa) at a temperature in the region of 40° C. The residue obtained was purified by chromatography, under atmospheric pressure, on a column of silica gel (particle size 70-200 mu; diameter 4 cm; mass 100 g), eluding with dichloromethane. The fractions containing the product were combined and then concentrated to dryness under reduced pressure (5 kPa) at a temperature in the region of 40° C. 0.4 g of 4-chloro-3-fluoro-6-methoxyquinoline was obtained. 1H NMR Spectrum (300 MHz, (CD3)2SO-d6, delta in ppm) 4.01 (s: 3H); 7.43 (d, J=2.5 Hz: 1H); 7.52 (dd, J=9 and 2.5 Hz: 1H); 8.07 (d, J=9 Hz: 1H); 8.91 (d, J=1 Hz: 1H).

Reference： [1]Patent: US2002/111492,2002,A1

9
[ 527-72-0 ]
[ 109-72-8 ]
[ 133745-75-2 ]
[ 32431-84-8 ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogenchloride; In tetrahydrofuran;	D. Preparation of 3-Fluoro-2-thiophenecarboxylic Acid (14) 2-Thiophene-carboxylic acid (1.7 g, 13.3 mmol) was dissolved in anhydrous THF (30 mL) and the solution was cooled to -78 C. under Ar, with stirring. n-Butyllithium (18.3 mL, 29.3 mmol) in hexanes was added to the above solution and the mixture was stirred for 30 min. A solution of N-fluorobenzenesulfonimide (5 g, 15.9 mmol) in THF (30 mL) was then added and the resulting solution was stirred at -78 C. for 4 h and allowed to warm to ambient temperature over a period of 6 h. The reaction was diluted with diethyl ether (100 mL), cooled to 0 C., and 1 N HCl (15 mL) was added to give a biphasic mixture. The aqueous layer was isolated and washed with diethyl ether (3*50 mL). The combined ethereal layers were dried over MgSO4, filtered, and concentrated in vacuo to yield an orange oil. The oil was subjected to column chromatography on silica gel using 1:1 hexanes/ethyl acetate as the eluent. (14) was obtained as a slightly brown solid (0.777 g) in 40% yield. TLC (1:1 ethyl acetate/hexanes) Rf 0.17; 1H NMR (CDCl3) delta 10.7 (s, 1H), 7.53 (dd, J=5.4, 3.6 Hz, 1H), 6.89 (d, J=5.4 Hz, 1H); 13C NMR (75 MHz, CDCl3) delta 166.2 (d, J=3.5 Hz), 161.5 (d, J=278 Hz), 132.0 (d, J=10 Hz), 118.9 (d, J=24.7 Hz), 113.6; 19FNMR (282 MHz, CDCl3, CFCl3) delta-65.2 (d, J=6 Hz); EI-MS m/e 145.9838 (M+ calcd 145.9838 for C5H3FO2S).

Reference： [1]Patent: US7452730,2008,B2

10
[ 4733-39-5 ]
[ 133745-75-2 ]
[ 32005-36-0 ]
[ 1215877-42-1 ]

Reference： [1]Journal of the American Chemical Society,2010,vol. 132,p. 2856 - 2857

11
[ 1105039-93-7 ]
[ 133745-75-2 ]
[ 1235314-00-7 ]
[ 1235314-02-9 ]

Yield	Reaction Conditions	Operation in experiment
		Ethyl 3-fluoro- 1 -(4-methoxybenzyl)- 1 H-pyrazole-4-carboxylate and ethyl l-(4- methoxybenzyl)-3-(phenylsulfonyl)-lH-pyrazole-4-carboxylateAccording to Scheme 10: The reaction was done following the general procedure described for Eample 9 using ethyl 1 -(4-methoxybenzyl)- lH-pyrazole-4-carboxylate (3.84 mmol, 1.00 g) as starting material and N-fluoro-N- (phenylsulfonyl)benzenesulfonamide (3.84 mmol, 1.21 g) as electrophile. The resulting crude product was purified by flash chromatography over silica gel using cyclohexane/ AcOEt (90:10) as eluent to yield after evaporation a mixture of ethyl 3- fluoro-l-(4-methoxybenzyl)-lH-pyrazole-4-carboxylate and ethyl l-(4- methoxybenzyl)-3-(phenylsulfonyl)-lH-pyrazole-4-carboxylate (330 mg, 50/50).

Reference： [1]Patent: WO2010/79239,2010,A1 .Location in patent: Page/Page column 56

12
[ 1253778-87-8 ]
[ 133745-75-2 ]
[ 1253779-16-6 ]
[ 2618-96-4 ]

Reference： [1]Chemical Communications,2010,vol. 46,p. 6831 - 6833

13
[ 21354-40-5 ]
[ 133745-75-2 ]
[ 1253778-92-5 ]
[ 2618-96-4 ]

Reference： [1]Chemical Communications,2010,vol. 46,p. 6831 - 6833

14
[ 6876-65-9 ]
[ 133745-75-2 ]
[ 1253778-98-1 ]

Reference： [1]Chemical Communications,2010,vol. 46,p. 6831 - 6833

15
[ 62-44-2 ]
[ 133745-75-2 ]
N-(4-ethoxy-2-(N-(phenylsulfonyl)phenylsufonamido)phenyl)acetamide [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2011,vol. 133,p. 1694 - 1697

16
[ 6312-87-4 ]
[ 133745-75-2 ]
N-(4-phenoxy-2-(N-(phenylsulfonyl)phenylsufonamido)phenyl)acetamide [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2011,vol. 133,p. 1694 - 1697

17
[ 133745-75-2 ]
[ 148763-41-1 ]
[ 934342-31-1 ]

Yield	Reaction Conditions	Operation in experiment
		To a solution of LDA [freshly prepared from BuLi (1.6M solution in hexanes,5.14 mL, 8.22 mmol) and diisopropylamine (1.44 mL, 10.39 mmol) in tetrahydrofuran (6 mL) at 0 C] was added dropwise a solution of 1-tert-butyl 3-methyl piperidine-1,3- dicarboxylate (2 g, 8.22 mmol) in tetrahydrofuran (8 mL) at 0 C. The solution was stirred at 0 C for 30 min and then transfered to a 0 C solution of N- fluorobenzenesulfonimide (3.24 g, 10.28 mmol) in tetrahydrofuran (12 mL). The reaction mixture was stirred at 0 C for 15 min and then at room temperature for -20 hrs. The total solvent volume was reduced under reduced pressure to approximately one third and EtOAc was added. The mixture was washed with water, 0.1N aqueoushydrochloride solution, saturated aqueous sodium bicarbonate solution and brine. The organic phase was dried over sodium sulfate, filtered off and concentrated under reduced pressure. The crude was suspended in EtOAc and decanted. The filtrate wasconcentrated under reduced pressure and purified by column chromatography [silica gel, 80 g, EtOAc/heptane = 0/100 to 50/50] providing 1-tert-butyl 3-methyl (3- fluoropiperidine)-l,3-dicarboxylate (775 mg) as a colorless liquid. LCMS (m/z): 262.1 [M+H]+, 206.1 [M+H, loss of t-Bu]+; Rt = 0.86 min.

Reference： [1]Patent: WO2011/26904,2011,A1 .Location in patent: Page/Page column 66-67

18
[ 136918-14-4 ]
[ 3739-64-8 ]
[ 133745-75-2 ]
[ 1295570-81-8 ]

Reference： [1]Advanced Synthesis and Catalysis,2011,vol. 353,p. 689 - 694

19
[ 136918-14-4 ]
[ 5658-46-8 ]
[ 133745-75-2 ]
[ 1295570-91-0 ]

Reference： [1]Advanced Synthesis and Catalysis,2011,vol. 353,p. 689 - 694

20
[ 3739-64-8 ]
[ 133745-75-2 ]
[ 81-07-2 ]
[ 1295570-80-7 ]

Reference： [1]Advanced Synthesis and Catalysis,2011,vol. 353,p. 689 - 694

21
[ 1706-12-3 ]
[ 133745-75-2 ]
[ 1361033-77-3 ]

Reference： [1]Angewandte Chemie - International Edition,2012,vol. 51,p. 1244 - 1247

22
[ 14062-19-2 ]
[ 133745-75-2 ]
[ 1361034-14-1 ]
[ 1361034-13-0 ]

Reference： [1]Angewandte Chemie - International Edition,2012,vol. 51,p. 1244 - 1247

23
[ 74316-55-5 ]
[ 133745-75-2 ]
[ 1373436-70-4 ]

Reference： [1]Angewandte Chemie - International Edition,2012,vol. 51,p. 2225 - 2228

24
[ 399-54-2 ]
[ 133745-75-2 ]
[ 1373436-79-3 ]

Reference： [1]Angewandte Chemie - International Edition,2012,vol. 51,p. 2225 - 2228

25
[ 67868-73-9 ]
[ 133745-75-2 ]
[ 1373436-82-8 ]

Reference： [1]Angewandte Chemie - International Edition,2012,vol. 51,p. 2225 - 2228

26
[ 75581-11-2 ]
[ 133745-75-2 ]
[ 1373436-78-2 ]

Reference： [1]Angewandte Chemie - International Edition,2012,vol. 51,p. 2225 - 2228

27
[ 5789-77-5 ]
[ 133745-75-2 ]
[ 2618-96-4 ]
[ 87453-27-8 ]

Reference： [1]Journal of the American Chemical Society,2012,vol. 134,p. 4026 - 4029

28
[ 292638-84-7 ]
[ 326-62-5 ]
[ 133745-75-2 ]
2-(2-fluorophenyl)-N-(1-phenyl-2-(N-(phenylsulfonyl)phenylsulfonamido)ethyl)acetamide [ No CAS ]

Reference： [1]Angewandte Chemie - International Edition,2013,vol. 52,p. 2529 - 2533
Angew. Chem.,2013,vol. 125,p. 2589 - 2593,5

29
[ 5969-83-5 ]
[ 133745-75-2 ]
[ 1430585-94-6 ]

Reference： [1]Advanced Synthesis and Catalysis,2013,vol. 355,p. 869 - 873

30
[ 46181-30-0 ]
[ 133745-75-2 ]
[ 1430586-12-1 ]

Reference： [1]Advanced Synthesis and Catalysis,2013,vol. 355,p. 869 - 873

31
[ 2618-96-4 ]
[ 133745-75-2 ]

Yield	Reaction Conditions	Operation in experiment
		The mixture of benzenesulfonimides (compound 4) (19.6 mmol)and 2% sodium hydroxide aqueous solution (350 mL, 175 mmol)was stirred for 20 min, the precipitate was filtered and the solidbenzenesulfonimide sodium salt (compound 5) was air-dried. Themixture of compound 5 and acetonitrile (150 mL) was stirred andcooled to 30 C. A 5e8 L gaseous mixture of 10% F2 in nitrogen(volume percent) was introduced at a rate of 150 mL/min to thesolution. The insoluble solid was removed by filtration. The filtratewas evaporated under vacuum and washed with water, a yellowsolid was obtained. After recrystallization pure compound 1 wasafforded. 4.2.1 N-Fluoro-p-fluorobenzenesulfonimde (1b) White crystal. mp 114.8-116.0 C; 1H NMR (CDCl3, 400 MHz) delta 8.08-8.05 (m, 4H), 7.33-7.29 (m, 4H); 19F NMR (CDCl3, 376 MHz) delta -36.42 (s, 1F), -98.36 (s, 2F).

Reference： [1]Tetrahedron,2013,vol. 69,p. 4933 - 4937

32
[ 133745-75-2 ]
[ 2618-96-4 ]

Yield	Reaction Conditions	Operation in experiment
	With 3-fluoro-1-nitrobenzene; C20H28N4O2Pd(2+)*2CF3O3S(1-); In [D3]acetonitrile; at 50℃;Inert atmosphere;Kinetics;	This experiment was carried out under an N2 atmosphere. A 0.167 M solution of NFBS in CD3CN was prepared in a vial and sealed with a septum cap. In five separate septum-sealed screw cap NMR tubes, solutions of 1 (1.25, 2.5, 3.75, 5.0, and 10 muiotaetaomicron) and 3- nitro-fluorobenzene (0.019-0.038 muiotaetaomicron) in 0.200 mL CD3CN were prepared in the following way: 1.25 and 2.50 mutauetaomicron reactions: A stock solution of 3.8 mg 1 (5.0 muiotaetaomicron) and 8.0 of 3-nitrofluorobenzene (0.076 mutauetaomicron) in 0.400 mL CD3CN was prepared. To one NMR tube (1.25 muiotaetaomicron 1) was added 0.100 mL of the stock solution and 0.100 mL pure CD CN. To the other tube (2.5 muiotaetaomicron 1) was added 0.200 mL of the stock solution. [00278] 3.75 and 5.0 muetatauomicron reactions: A stock solution of 7.6 mg 1 (10 muiotaetaomicron) in 0.400 mL CD CN was prepared. To one NMR tube (3.75 muiotaetaomicron 1) was added 0.150 mL of the stock solution, 4.0 mu^ (0.038 muiotaetaomicron) 3-nitrofluorobenzene, and 0.050 mL pure CD CN. To the other tube (5.0 muiotaetaomicron 1) was added 0.200 mL of the stock solution and 4.0 mu^ (0.038 muiotaetaomicron) 3- nitrofluorobenzene . [00279] 10 muetaiotaomicron reaction: A solution of 7.6 mg (10 mutauetaomicron) 1 and and 4.0 mu (0.038 mutauetaomicron) 3-nitrofluorobenzene in 0.200 mL CD CN was prepared in an NMR tube. [00280] For each reaction, 0.300 mL of the NFBS solution was added to the NMR tube via syringe, the sample was immediately inserted into the NMR probe pre-heated at 50 C, and the consumption of NFBS was followed by integration of the 19F NMR spectra with 3-nitrofluorobenzene. The reactions were followed over 15-30% conversion, except the last one (10.0 muiotaetaomicron 1), which was followed through 90% conversion (>3 half-lives). The plot of ln[NFBS] vs. time shows excellent linearity throughout, indicating an overall reaction order of unity. Pseudo-first-order analysis was therefore applied to determine the dependence of k0bs on [1]. A plot of vs ln[l] reveals a first order dependence on [1]. The overall rate law is therefore rate = fc[l][NFBS]. A plot of k0bs vs. [1] revealed a slope of 1.26xl0"2 M_1s_1, which is the value of k. The results are shown in Figure 4.

Reference： [1]Journal of the American Chemical Society,2013,vol. 135,p. 13278 - 13281
[2]Patent: WO2015/31725,2015,A1 .Location in patent: Paragraph 00277-00280

33
[ 710-18-9 ]
[ 133745-75-2 ]
[ 1453101-03-5 ]

Yield	Reaction Conditions	Operation in experiment
61%	With [Ag(2,2'-bipyridine)2](ClO4); C20H28N4O2Pd(2+)*2CF3O3S(1-); In acetonitrile; at 23℃; for 24h;Inert atmosphere; Sealed tube;	Under N2 atmosphere, an oven-dried 4 mL vial was charged with l-methoxy-4- (trifluoromethoxy)benzene (57.6 mg, 45.5 mu, 0.300 mmol, 1.00 equiv), palladium complex 1 (11.4 mg, 15.0 muetaiotaomicron, 5.00 mol ), Ag(bipy)2C104 (16.0 mg, 30.0 muetaiotaomicron, 10.0 mol ), and NFBS (0.189 g, 0.600 mmol, 2.00 equiv). Acetonitrile (0.75 mL, c = 0.40 M) was added and the reaction mixture was stirred in a sealed vial at 23 C for 24 h. Subsequently, triethylamine (30.5 mg, 42.0 mu, 0.300 mmol, 1.00 equiv) was added and the reaction mixture was concentrated in vacuo. The residue was purified by chromatography on silica gel, eluting with hexanes/EtOAc (19: 1 to 4: 1 (v/v) with 1% triethylamine), to afford 89.2 mg of the title compound as a colorless solid (61 yield). [00215] Rf = 0.30 (hexanes/EtOAc 4: 1 (v/v)). NMR Spectroscopy: 1H NMR (600 MHz, CDC13, 23 C, delta): 7.97 (d, J = 7.6 Hz, 4H), .65-1.69 (m, 2H), 7.54 (t, J = 7.6 Hz, 4H), 7.29 (dd, J = 9.5, 2.9 Hz, 1H), 6.95 (d, J = 2.9 Hz, 1H), 6.85 (d, J = 8.6 Hz, 1H), 3.43 (s, 3H). 13C NMR (125 MHz, CDC13, 23 C, delta): 156.8, 141.8, 139.8, 134.0, 128.9, 128.9, 126.5, 125.1, 123.4, 120.6 (q, J = 255 Hz), 112.4, 55.8. 19F NMR (375 MHz, CDC13, 23 C, delta): -59.9. Mass Spectrometry: HRMS (ESI-TOF) (m/z): calcd for C20H2oF3N206S2 [M + NH4]+, 505.0709, found, 505.0721.

Reference： [1]Journal of the American Chemical Society,2013,vol. 135,p. 13278 - 13281
[2]Patent: WO2015/31725,2015,A1 .Location in patent: Paragraph 00214; 00215

34
[ 133745-75-2 ]
[ 53145-38-3 ]
[ 1453101-06-8 ]
[ 1453101-26-2 ]

Reference： [1]Journal of the American Chemical Society,2013,vol. 135,p. 13278 - 13281

35
[ 51437-00-4 ]
[ 133745-75-2 ]
[ 1453101-11-5 ]
[ 1453101-32-0 ]
C₂₀H₁₆BrFO₄S₂ [ No CAS ]
[ 1453101-33-1 ]

Reference： [1]Journal of the American Chemical Society,2013,vol. 135,p. 13278 - 13281

36
[ 22913-24-2 ]
[ 133745-75-2 ]
[ 1453101-13-7 ]

Yield	Reaction Conditions	Operation in experiment
79%	With [Ag(2,2'-bipyridine)2](ClO4); C20H28N4O2Pd(2+)*2CF3O3S(1-); In acetonitrile; at 4℃; for 24h;Inert atmosphere; Sealed tube;	Under N2 atmosphere, an oven-dried 4 mL vial was charged with <strong>[22913-24-2]methyl benzo[b]thiophene-2-carboxylate</strong> (27.7 mg, 0.300 mmol, 1.00 equiv), palladium complex 1 (11.4 mg, 15.0 mupiiotaomicron, 5.00 mol%), Ag(bipy)2C104 (16.0 mg, 30.0 mupiiotaomicron, 10.0 mol%), and NFBS (0.189 g, 0.600 mmol, 2.00 equiv). Acetonitrile (0.75 mL, c = 0.40 M) was added and the reaction mixture was stirred in a sealed vial at 4 C for 24 h. Subsequently, triethylamine (30.5 mg, 42.0 mu, 0.300 mmol, 1.00 equiv) was added and the reaction mixture was concentrated in vacuo. The residue was purified by chromatography on silica gel, eluting with hexanes/EtOAc (19: 1 to 4: 1 (v/v) with 1% triethylamine), to afford 115 mg of the title compound as a colorlesssolid (79% yield). [00237] R/= 0.38 (hexanes/EtOAc 7:3 (v/v)). NMR Spectroscopy: 1H NMR (600 MHz, CDC13, 23 C, delta): 7.98-8.00 (m, 4H), 7.83 (d, J = 8.2 Hz, 1H), 7.66-7.70 (m, 2H), 7.53 (t, J = 7.9 Hz, 4H), 7.46 (td, J = 1.6, 1.2 Hz, 1H), 7.30-7.33 (m, 1H), 7.25-7.28 (m, 1H), 3.39 (s, 3H). 13C NMR (125 MHz, CDC13, 23 C, delta): 160.9, 139.8, 138.2, 137.4, 134.6, 134.2, 129.4, 128.9, 128.8, 127.8, 125.4, 124.8, 122.8, 52.3. Mass Spectrometry: HRMS (ESI-TOF) (m/z): calcd for C22H2iN206S3 [M + NH4]+, 505.0556, found, 505.0569.

Reference： [1]Journal of the American Chemical Society,2013,vol. 135,p. 13278 - 13281
[2]Patent: WO2015/31725,2015,A1 .Location in patent: Paragraph 00236; 00237

37
[ 1003-31-2 ]
[ 133745-75-2 ]
[ 1453101-16-0 ]

Yield	Reaction Conditions	Operation in experiment
84%	With [Ag(2,2'-bipyridine)2](ClO4); C20H28N4O2Pd(2+)*2CF3O3S(1-); In acetonitrile; at 23℃; for 24h;Inert atmosphere; Sealed tube;	Under N2 atmosphere, an oven-dried 4 mL vial was charged with thiophene-2- carbonitrile (27.9 mu, 32.7 mg, 0.300 mmol, 1.00 equiv), palladium complex 1 (11.4 mg, 15.0 muetaiotaomicron, 5.00 mol ), Ag(bipy)2C104 (16.0 mg, 30.0 muetaiotaomicron, 10.0 mol ), and NFBS (0.189 g, 0.600 mmol, 2.00 equiv). Acetonitrile (0.75 mL, c = 0.40 M) was added and the reaction mixture was stirred in a sealed vial at 23 C for 24 h. Subsequently, triethylamine (30.5 mg, 42.0 mu, 0.300 mmol, 1.00 equiv) was added and the reaction mixture was concentrated in vacuo. The residue was purified by chromatography on silica gel, eluting with hexanes/EtOAc (19: 1 to 4: 1 (v/v) with 1% triethylamine), to afford 102 mg of the title compound as a colorlesssolid (84% yield). [00243] R/= 0.41 (hexanes/EtOAc 3:2 (v/v)). NMR Spectroscopy: 1H NMR (600 MHz, CDC13, 23 C, delta): 7.97 (d, / = 7.6 Hz, 4H), 7.74 (t, / = 7.6 Hz, 2H), 7.60 (t, / = 7.9 Hz, 4H), 7.46 (d, / = 4.1 Hz, 1H), 6.77 (d, / = 4.1 Hz, 1H). 13C NMR (100 MHz, CDC13, 23 C, delta): 140.3, 138.1, 135.8, 135.0, 131.6, 129.5, 128.9, 113.2, 112.6. Mass Spectrometry: HRMS (ESI-TOF) (m/z): calcd for C17H12N2Na04S3 ([M + Na]+), 426.9851, found, 426.9861.

Reference： [1]Journal of the American Chemical Society,2013,vol. 135,p. 13278 - 13281
[2]Patent: WO2015/31725,2015,A1 .Location in patent: Paragraph 00242; 00243

38
[ 932-16-1 ]
[ 133745-75-2 ]
[ 1453101-18-2 ]

Yield	Reaction Conditions	Operation in experiment
52%	With [Ag(2,2'-bipyridine)2](ClO4); C20H28N4O2Pd(2+)*2CF3O3S(1-); In acetonitrile; at 4℃; for 24h;Inert atmosphere; Sealed tube;	Under N2 atmosphere, an oven-dried 4 mL vial was charged with 1 -(1 -methyl- 1H- pyrrol-2-yl)ethanone (36.9 mg, 35.5 mu, 0.300 mmol, 1.00 equiv), palladium complex 1 (11.4 mg, 15.0 muetaiotaomicron, 5.00 mol%), Ag(bipy)2C104 (16.0 mg, 30.0 muetaiotaomicron, 10.0 mol%), and NFBS (0.189 g, 0.600 mmol, 2.00 equiv). Acetonitrile (0.75 mL, c = 0.40 M) was added and the reaction mixture was stirred in a sealed vial at 4 C for 24 h. Subsequently, triethylamine (30.5 mg, 42.0 mu, 0.300 mmol, 1.00 equiv) was added and the reaction mixture was concentrated in vacuo. The residue was purified by chromatography on silica gel, eluting with hexanes/EtOAc (19: 1 to 3: 1 (v/v) with 1% triethylamine), to afford 65.8 mg of the title compound as a colorless solid (52% yield). [00247] Rf = 0.46 (hexanes/EtOAc 3:2 (v/v)). NMR Spectroscopy: 1H NMR (600 MHz, CDCI3, 23 C, delta): 7.90-7.94 (m, 4H), 7.68-7.72 (m, 2H), 7.56 (t, J = 8.2 Hz, 4H), 6.89 (d, J = 4.7 Hz, 1H), 5.92 (d, J = 4.1 Hz, 1H), 3.42 (s, 3H), 2.44 (s, 3H). 13C NMR (125 MHz, CDC13, 23 C, delta): 189.1, 138.7, 134.7, 131.4, 129.3, 128.9, 127.5, 117.5, 111.4, 33.1, 27.3. Mass Spectrometry: HRMS (ESI-TOF) (m/z): calcd for C19Hi9N205S2 ([M + H]+), 419.0730, found, 419.0734

Reference： [1]Journal of the American Chemical Society,2013,vol. 135,p. 13278 - 13281
[2]Patent: WO2015/31725,2015,A1 .Location in patent: Paragraph 00246; 00247

39
[ 17228-69-2 ]
[ 133745-75-2 ]
[ 1453101-19-3 ]
[ 1453101-36-4 ]

Yield	Reaction Conditions	Operation in experiment
55%; 31%	With [Ag(2,2'-bipyridine)2](ClO4); C20H28N4O2Pd(2+)*2CF3O3S(1-); In acetonitrile; at 23℃; for 24h;Inert atmosphere; Sealed tube;	Under N2 atmosphere, an oven-dried 4 mL vial was charged 2-chloro-4- methoxypyridine (43.1 mg, 34.2 mu, 0.300 mmol, 1.00 equiv), palladium complex 1 (11.4 mg, 15.0 mupiiotaomicron, 5.00 mol%), Ag(bipy)2C104 (16.0 mg, 30.0 mupiiotaomicron, 10.0 mol%), and NFBS (0.189 g, 0.600 mmol, 2.00 equiv). Acetonitrile (0.75 mL, c = 0.40 M) was added and the reaction mixture was stirred in a sealed vial at 23 C for 24 h. Subsequently, triethylamine (30.5 mg, 42.0 mu, 0.300 mmol, 1.00 equiv) was added and the reaction mixture was concentrated in vacuo. The residue was purified by chromatography on silica gel, eluting with hexanes/EtOAc (7:3 to 2:3 (v/v) with 1% triethylamine), to afford 72.4 mg (55% yield) of 2x and 40.2 mg (31% yield) of 2x-II. [00249] Data for 2x: yellow solid; R/= 0.61 (hexanes/EtOAc 1: 1 (v/v)). NMR Spectroscopy: 1H NMR (600 MHz, CDC13, 23 C, delta): 7.94-7.98 (m, 4H), 7.91 (s, 1H), 7.66- 7.71 (m, 2H), 7.54-7.58 (m, 4H), 6.82 (s, 1H), 3.50 (s, 3H). 13C NMR (125 MHz, CDC13, 23 C, delta): 164.8, 154.7, 152.3, 139.6, 134.3, 129.1, 128.9, 120.6, 108.2, 56.1. Mass Spectrometry: HRMS (ESI-TOF) (m/z): calcd for C18H16C1N205S2 ([M + H]+), 439.0184, found, 439.0200. Data for 2x-II: yellow oil; R/ = 0.22 (hexanes/EtOAc 1: 1 (v/v)). NMR Spectroscopy: 1H NMR (600 MHz, CDC13, 23 C, delta): 8.29 (d, J = 5.9 Hz, 1H), 8.03 - 8.06 (m, 4H), .65-1.69 (m, 2H), 7.55 (t, J = 7.9 Hz, 4H), 6.77 (d, J = 5.9 Hz, 1H), 3.46 (s, 3H). 13C NMR (125 MHz, CDC13, 23 C, delta): 165.9, 155.0, 151.5, 139.9, 134.2, 129.5, 128.8, 119.1, 107.2, 56.2. Mass Spectrometry: HRMS (ESI-TOF) (m/z): calcd for C18H16C1N205S2 ([M + H]+), 439.0184, found, 439.0184.

Reference： [1]Journal of the American Chemical Society,2013,vol. 135,p. 13278 - 13281
[2]Patent: WO2015/31725,2015,A1 .Location in patent: Paragraph 00248; 00249

40
[ 49562-28-9 ]
[ 133745-75-2 ]
[ 1453101-23-9 ]

Yield	Reaction Conditions	Operation in experiment
75%	With [Ag(2,2'-bipyridine)2](ClO4); C20H28N4O2Pd(2+)*2CF3O3S(1-); In acetonitrile; at 23℃; for 24h;Inert atmosphere; Sealed tube;	Under N2 atmosphere, an oven-dried 4 mL vial was charged <strong>[49562-28-9]Fenofibrate</strong> (isopropyl 2-(4-(4-chlorobenzoyl)phenoxy)-2-methylpropanoate) (108.2 mg, 0.300 mmol, 1.00 equiv), palladium complex 1 (11.4 mg, 15.0 muiotaetaomicron, 5.00 mol%), Ag(bipy)2C104 (16.0 mg, 30.0 muetaiotaomicron, 10.0 mol%), and NFBS (0.189 g, 0.600 mmol, 2.00 equiv). Acetonitrile (0.75 mL, c = 0.40 M) was added and the reaction mixture was stirred in a sealed vial at 23 C for 24 h. Subsequently, triethylamine (30.5 mg, 42.0 mu, 0.300 mmol, 1.00 equiv) was added and the reaction mixture was concentrated in vacuo. The residue was purified by chromatography on silica gel, eluting with hexanes/EtOAc (19: 1 to 5.7: 1 (v/v) with 1% triethylamine), to afford 148.4 mg of the title compound as a colorless solid (75% yield). [00258] R/= 0.57 (hexanes/EtOAc 7:3 (v/v)). NMR Spectroscopy: 1H NMR (600 MHz, CDC13, 23 C, delta): 8.01-8.04 (m, 4H), 7.86 (dd, J = 8.8, 2.3 Hz, 1H), 7.68-7.70 (m, 2H), 7.64-7.68 (m, 2H), 7.56 (d, J = 2.3 Hz, 1H), 7.53-7.56 (m, 4H), 7.43-7.46 (m, 2H), 6.70 (d, J = 8.8 Hz, 1H), 5.07 (sep, J = 6.3 Hz, 1H), 1.34 (s, 6H), 1.25 (d, J = 6.5 Hz, 6H). 13C NMR (125 MHz, CDCI3, 23 C, delta): 192.8, 172.6, 158.0, 140.4, 138.9, 136.0, 135.7, 133.8, 133.1, 131.3, 129.8, 129.0, 129.0, 128.8, 124.4, 115.9, 80.5, 69.5, 24.3, 21.7. Mass Spectrometry: HRMS (ESI-TOF) (m/z): calcd for C32H34C1N208S2 ([M + NH4]+), 673.144, found, 673.1455.

Reference： [1]Journal of the American Chemical Society,2013,vol. 135,p. 13278 - 13281
[2]Patent: WO2015/31725,2015,A1 .Location in patent: Paragraph 00257; 00258

41
[ 61995-52-6 ]
[ 133745-75-2 ]
C₂₂H₁₇BrN₂O₅S₂ [ No CAS ]

Reference： [1]Advanced Synthesis and Catalysis,2013,vol. 355,p. 3369 - 3374

42
[ 133745-75-2 ]
[ 53145-38-3 ]
[ 1453101-06-8 ]
[ 1453101-26-2 ]
C₁₉H₁₅ClFNO₅S₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With [Ag(2,2'-bipyridine)2](ClO4); C20H28N4O2Pd(2+)*2CF3O3S(1-); In acetonitrile; at 23℃; for 24h;Inert atmosphere; Sealed tube;	Under N2 atmosphere, an oven-dried 4 mL vial was charged with l-chloro-3- fluoro-2-methoxybenzene (48.2 mg, 38.9 mu, 0.300 mmol, 1.00 equiv), palladium complex 1 (11.4 mg, 15.0 muetaiotaomicron, 5.00 mol%), Ag(bipy)2C104 (16.0 mg, 30.0 muetaiotaomicron, 10.0 mol%), and NFBS (0.189 g, 0.600 mmol, 2.00 equiv). Acetonitrile (0.75 mL, c = 0.40 M) was added and the reaction mixture was stirred in a sealed vial at 23 C for 24 h. Subsequently, triethylamine (30.5 mg, 42.0 mu, 0.300 mmol, 1.00 equiv) was added and the reaction mixture was concentrated in vacuo. The residue was purified by chromatography on silica gel, eluting with hexanes/EtOAc (19: 1 to 4: 1 (v/v) with 1% triethylamine), to afford 106.7 mg of a mixture of the title compound and its two constitutional isomers (78% yield). Purification for characterization was accomplished by preparative TLC. [00221] Data for 2k: colorless solid; R/ = 0.59 (hexanes/EtOAc 7:3 (v/v)). NMR Spectroscopy: 1H NMR (600 MHz, CDC13, 23 C, delta): 7.93-7.97 (m, 4H), 7.70-7.74 (m, 2H), 7.57-7.61 (m, 4H), 6.83 (t, J = 2.1 Hz, 1H), 6.72 (dd, J = 10.9, 2.6 Hz, 1H), 4.04 (d, J = 2.3 Hz, 3H). 13C NMR (125 MHz, CDC13, 23 C, delta): 155.1 (d, J = 251.3 Hz), 146.4 (d, J = 12.5 Hz), 139.1, 134.5, 129.4, 129.1 (d, J = 3.8 Hz), 128.8 (d, J = 1.1 Hz), 128.7, 128.4 (d, J = 5.5 Hz), 119.4 (d, J =20 Hz), 61.7 (d, J = 6.3 Hz). 19F NMR (375 MHz, CDC13, 23 C, delta): -129.0 (d, J = 9.8 Hz). Mass Spectrometry: HRMS (ESI-TOF) (m/z): calcd for [M + NH4]+, 473.0402, found, 473.0415.

Reference： [1]Patent: WO2015/31725,2015,A1 .Location in patent: Paragraph 00220; 00221

43
[ 51437-00-4 ]
[ 133745-75-2 ]
[ 1453101-11-5 ]
[ 1453101-32-0 ]
[ 1453101-33-1 ]
C₁₉H₁₅BrFNO₄S₂ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With [Ag(2,2'-bipyridine)2](ClO4); C20H28N4O2Pd(2+)*2CF3O3S(1-); In acetonitrile; at 23℃; for 24h;Inert atmosphere; Sealed tube;	Under N2 atmosphere, an oven-dried 4 mL vial was charged with 2-fluoro-5- bromotoluene (56.7 mg, 38.3 mu, 0.300 mmol, 1.00 equiv), palladium complex 1 (11.4 mg, 15.0 muetaiotaomicron, 5.00 mol ), Ag(bipy)2C104 (16.0 mg, 30.0 muetaiotaomicron, 10.0 mol ), and NFBS (0.189 g, 0.600 mmol, 2.00 equiv). Acetonitrile (0.75 mL, c = 0.40 M) was added and the reaction mixture was stirred in a sealed vial at 23 C for 24 h. Subsequently, triethylamine (30.5 mg, 42.0 mu, 0.300 mmol, 1.00 equiv) was added and the reaction mixture was concentrated in vacuo. The residue was purified by chromatography on silica gel, eluting with hexanes/EtOAc (19: 1 to 4: 1 with 1% triethylamine), to afford 71.0 mg of the mixture of the title compounds as a yellow solid (63% yield). [00232] The products could not readily be separated by silica gel chromatography or preparative TLC, so they were characterized as a mixture. Compounds 2p-2p-IV were assigned through a combination of 1-D TOCSY and NOESY experiments (see page S92- S93). Data for 2p and 2p-II and 2p-III: [00233] R/= 0.57 (hexanes/EtOAc 7:3 (v/v)). NMR Spectroscopy: 1H NMR (600 MHz, CDC13, 23 C, delta): 8.07 (d, J = 8.2 Hz, 1.3H), 8.00 (d, J = 8.2 Hz, 4H), 7.96 (d, J = 8.2 Hz, 0.4H), 7.91 (d, J = 8.2 Hz, 0.6H), 7.72-7.68 (m, 2.9H), 7.66-7.62 (m, 0.3H), 7.59-7.54 (m, 5.7H), 7.53-7.49 (m, 0.7H), 7.46-7.42 (m, 1.5H), 7.31-7.27 (m, 0.2H), 7.25-7.22 (m, 0.2H), 7.01 (dd, J = 8.7, 8.7 Hz, 0.45H), 6.87 (dd, J = 9.6, 9.6 Hz, 0.2H), 6.81 (d, J = 9.6 Hz, 1H), 5.01 (s, 0.3H), 2.30 (s, 3H), 2.21 (s, 0.2H), 1.84 (s, 1.0H). 13C NMR (125 MHz, CDC13, 23 C, delta): Peaks are not listed because the mixture of four compounds, as well as splitting of aryl carbons by 19F, precluded assignment. See S91 for spectrum. Mass Spectrometry: HRMS (ESI-TOF) (m/z): calcd for Ci9H15BrNNa04S2 ([M + Na]+), 505.9504, found, 505.9502.

Reference： [1]Patent: WO2015/31725,2015,A1 .Location in patent: Paragraph 00231; 00232; 00233

44
[ 24300-91-2 ]
[ 133745-75-2 ]
N-(phenylsulfonyl)-N-(2,7-di(tert-butyl)pyren-1-yl)benzenesulfonamide [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2015,vol. 137,p. 2460 - 2463

45
[ 13679-73-7 ]
[ 133745-75-2 ]
N-(2-acetyl-4-methylthiophene-5-yl)-N-(phenylsulfonyl)benzenesulfonamide [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2015,vol. 137,p. 2460 - 2463

46
[ 133745-75-2 ]
[ 13223-25-1 ]
N-(2-chloro-4,6-dimethoxyprimidin-5-yl)-N-(phenylsulfonyl)benzenesulfonamide [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2015,vol. 137,p. 2460 - 2463

47
[ 487-06-9 ]
[ 133745-75-2 ]
N-(5,7-dimethoxy-8-coumarinyl)-N-(phenylsulfonyl)benzenesulfonamide [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2015,vol. 137,p. 2460 - 2463

48
[ 3375-31-3 ]
[ 102908-37-2 ]
[ 133745-75-2 ]
C₁₃H₁₃N₃O₃Pd [ No CAS ]
C₁₇H₁₇FN₂O₈PdS₂ [ No CAS ]

Reference： [1]Advanced Synthesis and Catalysis,2015,vol. 357,p. 2913 - 2923

49
[ 1273-73-0 ]
[ 133745-75-2 ]
monofluoroferrocene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
79%		A: Fromferrocene: Synthesis according to the general procedurementioned above. The product is obtained with a purity >95%,containing traces of ferrocene and difluoroferrocene as indicated by1H NMR. If necessary these can be removed by HPLC.HPLC: CH3CN/H2O (60/40; isocratic). Orange solid (490 mg,2.4 mmol, 42%);B: From <strong>[1273-73-0]bromoferrocene</strong>:Under a positive pressure of argon, freshly sublimated mono<strong>[1273-73-0]bromoferrocene</strong>(300 mg, 1.14 mmol) was dissolved in dry tetrahydrofuran(20 ml) and the resulting yellow solution was cooledto 78 C. Over a period of 5 min n-butyllithium in n-hexane(0.5 ml, 1.25 mmol, 2.5 M) was added, ensuring that the temperaturedoes not exceed 70 C. After stirring for 2 h at 5 C, thesuspension of NFSI (4.3 g, 14 mmol) in diethylether (50 ml) wasadded at once. Subsequently, the reaction mixture was directlysubjected to water-cooled column (20 mm ) containing neutralalumina (Activity III). The column was washed with hexanes untilthe eluate was colorless. The organic solvents were removed underreduced pressure and the product was obtained as an orange solid.HPLC: CH3CN/H2O (60/40; isocratic). Orange solid (204 mg,1.0 mmol, 79%);1H NMR (CDCl3): δ 4.30 (dt, JHH, HF 3.0, 2.0 Hz, 2H, CpH), 4.26(s, 5H, CpH), 3.79 (td, JHH, HF 2.1, 1.3 Hz, 2H, CpH). 13C NMR(CDCl3): δ 135.8 (d, 1JCF 268 Hz, C1), 69.4 (s, C10-50), 61.2 (d,3JCF 3.8 Hz, C3,4), 56.2 (d, 2JCF 15.2 Hz, C2,5). 19F{1H} NMR(CDCl3): δ 189 (s). IR (solid): cm1 3098 (w), 1467 n(C-Caromatic,vs); 1239 n(CeF, m), 1103 (m), 803 (vs), 632 (m). MS (EI): m/z 204[M], 128 [Cp2], 121 [CpFe]; calcd for C10H9FFe 204. Anal. Calcdfor C10H9FFe: C, 58.87; H, 4.45. Found: C, 58.65; H, 4.24.

Reference： [1]Journal of Organometallic Chemistry,2015,vol. 797,p. 125 - 130

50
[ 1293-65-8 ]
[ 133745-75-2 ]
1,1'-difluoroferrocene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
10%		1,10-Dibromoferrocene [23] (300 mg, 0.87 mmol) was dried for3hat 2*102 mbar in a Schlenk flask. Afterwards, itwas dissolved indry diethylether (2 ml) forming a clear yellow solution. In a separateSchlenk flask diethylether (4 ml) was cooled to 78 C and tertbutyllithiumin n-hexane (2.3 ml, 3.66 mmol,1.6M) was added. Thedissolved 1,10<strong>[1293-65-8]dibromoferrocene</strong> was added dropwise to the tertbutyllithiumsolution over a period of 5 min. The resulting mixturewas stirred at 78 C for 1 h. In an additional Schlenk flask NFSI(1.15 g, 3.66 mmol), which had been dried for 3 h in vacuo, wasdissolved in tetrahydrofurane (6 ml). The NFSI solutionwas added tothe reaction mixture within 2 min. Directly after the addition thesolution was quenched with NaBH4 and 20 ml 0.1 M Ca(OH)2.Pentane (50 ml)was added and the two-phase systemwas stirred for1 h. The organic phase was separated and washed 3 times withwater. All solvents were carefully removed in vacuo. The crudeproduct was filtered through alumina (Activity III, diameter 2 cm,length 25 cm) with pentane as mobile phase. After evaporation ofthe solvent, the crude product was purified by HPLC (CH3CN/H2O(70:30); isocratic). The HPLC fractions were extracted with pentane(4 20 ml). The organic phase was dried with MgSO4 and carefullyevaporated in vacuo (the product is volatile). The product was obtainedas a yellow solid.HPLC: CH3CN/H2O (70:30; isocratic). Yellow solid (20 mg,0.09 mmol, 10%);1H NMR (CDCl3): delta 4.39 (app. q, JHH, HF 2.2 Hz, 4H, CpH),3.91e3.89 (app. m, 4H, CpH). 13C NMR (CDCl3): delta 135.9 (d,1JCF 269 Hz, C1,10), 62.5 (d, 3JCF 3.8 Hz, C3,30,4,40), 57.5 (d,2JCF 15.1 Hz, C2,20,5,50). 19F{1H} NMR (CDCl3): delta 189 (s). IR (solid): cm1 3108 (w), 1463 n(C-Caromatic, vs); 1242 n(CeF, m), 1020 (m),803 (vs), 634 (m). MS (EI): m/z 222 [M], 139 [M CpF], 128[Cp2]; calcd for C10H8F2Fe 222.Anal. Calcd for C10H8F2Fe: C, 54.10;H, 3.63. Found: C, 53.33; H, 3.70.

Reference： [1]Journal of Organometallic Chemistry,2015,vol. 797,p. 125 - 130

51
[ 1293-65-8 ]
[ 133745-75-2 ]
1-fluoro-1'-bromo-ferrocene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
46%		1,10-Dibromoferrocene [23] (1.8 g, 5.2 mmol) was dried for 3 h at2 * 102 mbar. Subsequently it was dissolved in dry tetrahydrofuran(20 ml) and cooled to 78 C, causing a clear orange solution. Nbutyllithiumin n-hexane (3.7 ml, 5.6 mmol, 1.6 M) was addedslowly over 15 min. The resulting suspension was stirred for anadditional 30 min. In a second Schlenk flask, a suspension of NFSI(1.81 g, 5.8 mmol, dried for 3 h in vacuo) in diethylether (20 ml) wasprepared. After 30 min the reaction mixture was transferred intothe NFSI solution via cannula. Directly after the addition the solutionwasquenched with NaBH4 and 50 ml of 0.1MCa(OH)2, and theresulting slurry was diluted with hexane (100 ml). The two phasesystem was stirred for 1 h, the organic phase was separated andwashed three times with water. After evaporation of the solvent invacuo, the resulting brown oil was dissolved again in 50 ml ofhexane and the organic phasewas extracted thrice with 0.2MFeCl3solution and subsequently 3 times with water. The organic phasewas filtered through alumina (Activity III, diameter 2 cm, length25 cm) and dried with MgSO4. After the solvents were evaporatedthe crude product was purified by HPLC (isocratic CH3CN/H2O(70:30); isocratic). The HPLC fractions were extracted with hexane(4 20 ml). The organic phase was dried with MgSO4 and evaporatedin vacuo, leaving the product as a browneorange oil.HPLC: CH3CN/H2O (70:30; isocratic). Browneorange oil (674 mg,2.40 mmol, 46%);1H NMR (CDCl3): delta 4.51 (app. s, 2H, CpH, H2?,5?), 4.33 (app. s, 2H,CpH,H2,5), 4.21 (app. s, 2H, CpH,H3?,4?), 3.88 (app. s, 2H, CpH,H3,4). 13CNMR (CDCl3): delta 135.6 (d, 1JCF 270 Hz, C1), 78.1 (s, C1?), 71.6 (s, C2?,5?),68.6 (s, C3?,4?), 64.0 (d, 3JCF 3.8 Hz, C3,4), 58.7 (d, 2JCF 15.0 Hz, C2,5).19F{1H} NMR (CDCl3): delta 189 (s). IR (ATR): cm-1 3110 (w), 1471 n(CCaromatic,vs); 1242 n(CeF, m),1152 (m), 807 (vs), 657 (m).MS(EI): m/z282 [M], 128 [Cp2]; calcd for C10H8FBrFe 282. Anal. Calcd forC10H8FBrFe: C, 42.45; H, 2.85. Found: C, 42.26; H, 2.86.

Reference： [1]Journal of Organometallic Chemistry,2015,vol. 797,p. 125 - 130

52
[ 1287-13-4 ]
[ 133745-75-2 ]
monofluororuthenocene [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
20%		General procedure: Under a positive pressure of argon, the respective metallocene(1 equiv.) and potassium tert-butoxide (0.125 equivalents) weredissolved in dry tetrahydrofuran (1 mmol in 10 ml). The solution ofthe metallocene was cooled to 78 C and the solution of tertbutyllithiumin n-heptane (1.6 M, 2 equivs.) was added slowly,ensuring that the temperature did not exceed 70 C. Stirring wascontinued for 60 min at 78 C. After that, the suspension wastransferred into a solution of NFSI (2.5 equivs.) in dry diethylether(7 ml per 1 mmol) at 20 C. Then, the reaction mixture wasdirectly subjected to a water-cooled column containing neutralalumina gel (activity III, diameter 2 cm, length 25 cm). The columnwas eluted with hexanes until the eluent was colorless (for 1) or approx. four times (for 6), in order to remove excess NFSI and otherpolar byproducts. The solvent was removed in vacuo.

Reference： [1]Journal of Organometallic Chemistry,2015,vol. 797,p. 125 - 130

53
C₁₂H₁₃Br [ No CAS ]
[ 133745-75-2 ]
[ 2618-96-4 ]
C₂₄H₂₃BrFNO₄S₂ [ No CAS ]
N-(3-(4-bromophenyl)-4-methylpenta-1,2-dien-1-yl)-N-(phenylsulfonyl)benzenesulfonamide [ No CAS ]
(E)-N-(2-bromo-3-(4-bromophenyl)-4-methylpent-2-en-1-yl)-N-(phenylsulfonyl)benzenesulfonamide [ No CAS ]

Reference： [1]Angewandte Chemie - International Edition,2015,vol. 54,p. 12649 - 12653
Angew. Chem.,2015,vol. 127,p. 12840 - 12844,5

54
[ 78941-93-2 ]
[ 133745-75-2 ]
N-((7-chloroquinolin-8-yl)methyl)-N-(phenylsulfonyl)benzenesulfonamide [ No CAS ]

Reference： [1]Organic and Biomolecular Chemistry,2016,vol. 14,p. 4789 - 4793

55
[ 1918-77-0 ]
[ 133745-75-2 ]
N-[(thiophen-2-yl)methyl]-N-(phenylsulfonyl)benzenesulfonamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
91%	With copper(l) iodide; 1,10-Phenanthroline; In 1,2-dichloro-ethane; at 130℃; for 8h;Inert atmosphere;	General procedure: The specific preparation process: To a magnetic stirrer with 10mLA round bottom flask with a beaker was charged with acetonitrile (2 mL) as a solvent,4-methylphenylacetic acid (0.46 g, 1 mmol),N-fluorodibenzenesulfonimide (0.097 g, 1.2 mmol),Copper iodide (0.026 ml, 0.3 mmol) and1,10-o-phenanthroline (0.026 ml, 0.3 mmol),After mixing,Put it in a 80 C oil bath and continue stirring.TLC detection of substrate disappeared,The reaction is over. The reaction was poured into saturated aqueous sodium chloride (5 mL)Extract with dichloromethane (3 x 6 mL), combine the organic phases, dry over anhydrous magnesium sulfate,After depressurization, the organic solvent was distilled off under reduced pressure,The liquid mixture was obtained and finally subjected to silica gel column chromatography(Eluent V petroleum ether: V ethyl acetate = 10: 1) to give 0.41 g of a light yellow solid which was confirmed as compound (1) by NMR after MS,Based on 4-methylphenylacetic acid, the yield was calculated to be 90%.

Reference： [1]Patent: CN107253925,2017,A .Location in patent: Paragraph 0030; 0031; 0032; 0033; 0034; 0035-0037; 0046-0053
[2]Chemical Communications,2016,vol. 52,p. 11120 - 11123

56
[ 3752-25-8 ]
[ 133745-75-2 ]
(E)-N-(2-chlorostyryl)-N-(phenylsulfonyl)benzenesulfonamide [ No CAS ]

Reference： [1]Chemical Communications,2016,vol. 52,p. 11120 - 11123

57
[ 13026-12-5 ]
[ 133745-75-2 ]
(E)-N-(2-(naphthalen-1-yl)vinyl)-N-(phenylsulfonyl)benzenesulfonamide [ No CAS ]

Reference： [1]RSC Advances,2016,vol. 6,p. 72361 - 72365

58
[ 133745-75-2 ]
[ 191805-29-5 ]
racemic tert-butyl 2-fluoro-1-oxo-8-azaspiro[4.5]decane-8-carboxylate [ No CAS ]
tert-butyl 2,2-difluoro-1-oxo-8-azaspiro[4.5]decane-8-carboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
351 mg; 573 mg		Step a: To a solution of NHMDS (1 M in THF, 8.68 mL, 8.68 mmol) was added a solution of tert-butyl 1-oxo-8-azaspiro[4.Sjdecane-8-carboxylate (2.0 g, 7.89 mmol) in THF (5 mL) at -78 C. After stirring for 30 mm at this temperature, a solution of Nfluorobenzenesulfonamide (2.49 g, 7.89 mmol) in THF (10 mL) was added. After stirring for 3 h at -78 C, the mixture was diluted with sat. aq. NaHCO3 (100 mL) and extracted with DCM (3 x 100 mL). The combined organic phases were washed with brine, dried over Na2504, filtered, and concentrated under reduced pressure. The resulting residue was purified by silica chromatography (0 to 25% gradient of EtOAc/heptane) to give racemic tert-butyl 2-fluoro- 1 -oxo8-azaspiro[4.Sjdecane-8-carboxylate (351 mg, 1.29 mmol), MS m/z 272.1 (M+H), and tert-butyl 2,2-difluoro- 1 -oxo-8-azaspiro[4.Sjdecane-8-carboxylate which coeluted with starting material. The combined difluoro ketone containing fractions were purified by silica chromatography (0 to 5%gradient of MeOH/DCM) to give tert-butyl 2,2-difluoro-1-oxo-8-azaspiro[4.5jdecane-8- carboxylate (573 mg, 1.98 mmol). MS m/z 290.1 (M+H).

Reference： [1]Patent: WO2016/203405,2016,A1 .Location in patent: Paragraph 00300

59
2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate [ No CAS ]
[ 133745-75-2 ]
[ 2618-96-4 ]

Yield	Reaction Conditions	Operation in experiment
62%	With copper(l) chloride; In acetonitrile; at 70℃; for 1h;Schlenk technique; Inert atmosphere;	General procedure: An oven-dried, 5 mL Schlenk flask equipped with a stir bar was place under an atmosphere of N2. CuCl (2.45 mg, 0.025 mmol%, 5 mol%) and dissolved in 0.5 mL fresh distilled CH3CN. 2,2,6,6-Tetramethyl piperidine oxonium tetrafluoroborate (TEMPO+BF4-, 122 mg, 0.5 mmol) and hexamethyldisilane (150 mg, 154 muL, 0.75 mmol%, 1.5 equiv) were added to the above solution. N-Fluorobenzenesulfonimide (157 mg, 0.5 mmol) was dissolved in 0.5 mL fresh distilled CH3CN and added to the flask via a syringe at room temperature under nitrogen atmosphere. The resulting mixture was heated to 70 C on a preheated oil spot, and the reaction progress was monitored by TLC analysis. After completion of the reaction, the mixture was cooled to 0C, and quenched with 2 mL of ice-cold sat. NaHCO3 (aq). The remaining material was extracted three times with ethyl acetate (10 mL) and the organic layer was dried with Na2SO4, and filtrated. Evaporation of theorganic solvent and the resulting mixture was purified by column chromatography on silica gel (hexane-AcOEt 30:1 to 5:1) to afford 2,2,6,6-tetramethyl piperidine N-oxy radical (67 mg, 86 % yield) and bisbenzolsulfonimid (148 mg, quantative yield). Analytical data for bisbenzolsulfonimid NMR (400 MHz, CDCl3): delta 8.00 (d, J = 6.4, 4H), 7.75 (t, J = 6.4, 2H), 7.60 (d, J = 6.4, 4H); 13C NMR (100 MHz, CDCl3) delta 135.8, 134.5, 129.7, 129.4; HRMS (ESI), calculated for C12H11NNaO4S2 ([M+Na]+): 320.0027, found: 320.0029; TLC Rf =0.18 (EtOAc/hexane, 1/5).

Reference： [1]Tetrahedron Letters,2017,vol. 58,p. 670 - 673

60
2,2,6,6-tetramethylpiperidine-1-oxoammonium tetrafluoroborate [ No CAS ]
[ 133745-75-2 ]
[ 2564-83-2 ]
[ 2618-96-4 ]

Yield	Reaction Conditions	Operation in experiment
86%; 100%	With 1,1,1,2,2,2-hexamethyldisilane; copper(l) chloride; In acetonitrile; at 70℃; for 1h;Schlenk technique; Inert atmosphere;	An oven-dried, 5 mL Schlenk flask equipped with a stir bar was place under an atmosphere of N2. CuCl (2.45 mg, 0.025 mmol%, 5 mol%) and dissolved in 0.5 mL fresh distilled CH3CN. 2,2,6,6-Tetramethyl piperidine oxonium tetrafluoroborate (TEMPO+BF4-, 122 mg, 0.5 mmol) and hexamethyldisilane (150 mg, 154 muL, 0.75 mmol%, 1.5 equiv) were added to the above solution. N-Fluorobenzenesulfonimide (157 mg, 0.5 mmol) was dissolved in 0.5 mL fresh distilled CH3CN and added to the flask via a syringe at room temperature under nitrogen atmosphere. The resulting mixture was heated to 70 C on a preheated oil spot, and the reaction progress was monitored by TLC analysis. After completion of the reaction, the mixture was cooled to 0C, and quenched with 2 mL of ice-cold sat. NaHCO3 (aq). The remaining material was extracted three times with ethyl acetate (10 mL) and the organic layer was dried with Na2SO4, and filtrated. Evaporation of theorganic solvent and the resulting mixture was purified by column chromatography on silica gel (hexane-AcOEt 30:1 to 5:1) to afford 2,2,6,6-tetramethyl piperidine N-oxy radical (67 mg, 86 % yield) and bisbenzolsulfonimid (148 mg, quantative yield). Analytical data for bisbenzolsulfonimid NMR (400 MHz, CDCl3): delta 8.00 (d, J = 6.4, 4H), 7.75 (t, J = 6.4, 2H), 7.60 (d, J = 6.4, 4H); 13C NMR (100 MHz, CDCl3) delta 135.8, 134.5, 129.7, 129.4; HRMS (ESI), calculated for C12H11NNaO4S2 ([M+Na]+): 320.0027, found: 320.0029; TLC Rf =0.18 (EtOAc/hexane, 1/5).

Reference： [1]Tetrahedron Letters,2017,vol. 58,p. 670 - 673

61
[ 133745-75-2 ]
[ 180092-32-4 ]
N-((1-methyl-1,3-dihydroisobenzofuran-1-yl)methyl)-N-(phenylsulfonyl)benzenesulfonamide [ No CAS ]

Reference： [1]Organic Letters,2017,vol. 19,p. 1148 - 1151

62
[ 35371-03-0 ]
[ 133745-75-2 ]
N-(((4-iodophenyl)thio)methyl)-N-(phenylsulfonyl)benzenesulfonamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
25%	In acetonitrile; at 80℃; for 1h;Sealed tube;	General procedure: Procedure A: To a 10-mL reaction tube was sequentially added sulfide 1 (0.5 mmol), dry acetonitrile (1 mL), and N-fluorobis(benzenesulfonyl)imide (189 mg, 0.6 mmol). The system was quickly sealed with a Teflon cap and immersed into an 80C oil-bath. After stirring for 1 h, dichloromethane (5 mL) was added, and the solution was transferred to a 25-mL flask. The solvent was removed under reduced pressure. The residue was purified by column chromatography with a mixture of PE and EA as eluent to afford the desired imidation product 2, of which the yield was calculated based on the sulfide. Procedure B: To a 10-mL reaction tube was sequentially added sulfide 1 (0.5mmol), dry acetonitrile (1mL), and N-fluorobis(benzenesulfonyl)imide (79 mg, 0.25 mmol). The same procedure as described above afforded the desired product 2, of which the yield was calculated based on NFSI. Caution: The reaction scale and amount of sulfides, NFSI, or acetonitrile in Procedure A and Procedure B should be adjusted according to the footnotes in Table 2.

Reference： [1]Tetrahedron,2017,vol. 73,p. 3240 - 3248

63
[ 126-33-0 ]
[ 133745-75-2 ]
2-fluoro-2-(phenylsulfonyl)tetrahydrothiophene 1,1-dioxide [ No CAS ]

Reference： [1]Organic and Biomolecular Chemistry,2017,vol. 15,p. 5000 - 5015

64
[ 59171-72-1 ]
[ 133745-75-2 ]
methyl 2-phenyl-5-(N,N-diphenylsulfonylamino)oxazole-4-carboxylate [ No CAS ]

Reference： [1]Advanced Synthesis and Catalysis,2017,vol. 359,p. 4284 - 4288
[2]Chemical Communications,2019,vol. 55,p. 7331 - 7334

65
[ 4887-88-1 ]
[ 133745-75-2 ]
C₁₃H₉BrN₂O₂S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
54%	With sodium hydrogencarbonate; In acetonitrile; at 70℃; for 12h;	Bromobenzimidazole 1e (59.1 mg, 0.3 mmol), NaHCO3 (12.6 mg, 50 mol%) and NFSI (142 mg, 1.5 equiv.) Were added to 2.0 mL of acetonitrile and the reaction was stopped at 70 C. for 12 h. Chromatography (silica gel column; eluent: petroleum ether / ethyl acetate = 25/2) gave sulfonylated 5-bromobenzimidazole 2e. The product was a white solid in 54% yield.

Reference： [1]Patent: CN107501194,2017,A .Location in patent: Paragraph 0050; 0051; 0052; 0053; 0054

66
[ 4887-80-3 ]
[ 133745-75-2 ]
C₁₄H₁₂N₂O₃S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
67%	With sodium hydrogencarbonate; In acetonitrile; at 70℃; for 12h;	5 g of methoxybenzimidazole (44.5 mg, 0.3 mmol), NaHCO3 (12.6 mg, 50 mol%), NFSI (142 mg, 1.5 equiv.) Were added to 2.0 mL of acetonitrile and the reaction was stopped for 12 h at 70 C , Column chromatography (silica gel column; eluent: petroleum ether / ethyl acetate = 25/2) to give 2 g of sulfonylated <strong>[4887-80-3]5-methoxybenzimidazole</strong>. The product was a white solid in 67% yield

Reference： [1]Patent: CN107501194,2017,A .Location in patent: Paragraph 0060; 0061; 0062; 0063; 0064

67
[ 582-60-5 ]
[ 133745-75-2 ]
5,6-dimethyl-1-(phenylsulfonyl)-1H-benzo[d]imidazole [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
80%	With sodium hydrogencarbonate; In acetonitrile; at 70℃; for 12h;	Add 5,6-dimethylbenzimidazole (44mg, 0.3mmol), NaHCO3 (12.6mg, 50mol)%, NFSI (142mg, 1.5equiv.) To 2.0mL of acetonitrile and stop the reaction at 70 for 12h The reaction and column chromatography (silica gel column; eluent: petroleum ether / ethyl acetate = 25/2) gave sulfonylated 5,6-dimethylbenzimidazole 2h.The product is a white solid in 80% yield.

Reference： [1]Patent: CN107501194,2017,A .Location in patent: Paragraph 0065; 0066; 0067; 0068; 0069
[2]Journal of Sulfur Chemistry,2018,vol. 39,p. 465 - 471

68
[ 133745-75-2 ]
[ 26663-77-4 ]
C₁₅H₁₂N₂O₄S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
81%	With sodium hydrogencarbonate; In acetonitrile; at 70℃; for 12h;	5-carboxylate benzimidazole 1i (53 mg, 0.3 mmol), NaHCO3 (12.6 mg, 50 mol%), NFSI (142mg, 1.5equiv.), Added 2.0mL of acetonitrile, the reaction was stopped after 12h at 70 , column chromatography (using silica gel Column eluent: petroleum ether / ethyl acetate = 25/2) to give sulfonylated methyl 5-carboxybenzoimidazole 2i and methyl 6-carboxylate Benzimidazole 2i, is obtained. The product was a white solid with a total yield of 81%.

Reference： [1]Patent: CN107501194,2017,A .Location in patent: Paragraph 0070; 0071; 0072; 0073; 0074

69
[ 95-14-7 ]
[ 133745-75-2 ]
[ 4106-18-7 ]

Yield	Reaction Conditions	Operation in experiment
81%	With sodium hydrogencarbonate; In acetonitrile; at 70℃; for 12h;	Benzotriazole 1n (36 mg, 0.3 mmol), NaHCO3 (12.6 mg, 50 mol%), NFSI (142 mg, 1.5equiv.) Was added to 2.0mL of acetonitrile, the reaction was stopped at 70 for 12h, the column chromatography (using silica gel column Agent: petroleum ether / ethyl acetate = 25/2) to give sulfonylated benzotriazole 2n. The product was a yellow solid in 81% yield.

Reference： [1]Patent: CN107501194,2017,A .Location in patent: Paragraph 0096; 0097; 0098; 0099; 0100
[2]Journal of Sulfur Chemistry,2018,vol. 39,p. 465 - 471

70
[ 13667-12-4 ]
[ 133745-75-2 ]
C₂₆H₁₉BrFNO₂S [ No CAS ]
C₂₆H₁₉BrFNO₂S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With Bathocuproine; cesium fluoride; copper(I) bromide; In 1,2-dichloro-ethane; at 70℃; for 12h;Inert atmosphere; Schlenk technique; Sealed tube;	General procedure: Diphenylacetylene (36 mg, 0.20 mmol), NFSI (95 mg, 0.30 mmol,1.5 equiv), bathocuproine (8.7 mg, 24 μmol, 12 mol%), CuBr (2.9 mg, 20 μmol, 10mol%) and CsF (30 mg, 0.20 mmol, 1.0 equiv) were added to a Schlenk tubecontaining a magnetic stirring bar in open air. The tube was evacuated and refilledwith N2 gas following the usual Schlenk technique. Anhydrous 1,2-dichloroethane(2.0 mL, 0.10 M) was added into the tube and the reaction tube was capped with a J.Young O-ring tap. The reaction mixture was stirred and heated at 70 C for 12 h.The mixture was then cooled to room temperature. The crude mixture was filteredthrough a pad of silica gel topped with Na2SO4 in a short column and concentrated invacuo. 2-Fluorobiphenyl (17.2 mg, 0.10 mmol) was added into the crude as aninternal standard and the 19F NMR yield was determined. Purification by flashchromatography on silica gel (hexane/EtOAc = 7:1) followed by concentration invacuo provided 2a in 62% (53.3 mg, 0.124 mmol) yield as white crystals.

Reference： [1]Chemistry Letters,2018,vol. 47,p. 329 - 331

71
[ 1195-33-1 ]
1-(5-fluoro-2-((4-methoxyphenyl)ethynyl)phenyl)-3-methylbut-3-en-1-one [ No CAS ]
[ 133745-75-2 ]
N-((2-(((4-bromophenyl)sulfonyl)methyl)-6-fluoro-2-methyl-4-oxo-3,4-dihydronaphthalen-1(2H)-ylidene)(4-methoxyphenyl)-methyl)-N-(phenylsulfonyl)benzenesulfonamide [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2018,vol. 83,p. 9641 - 9653

72
[ 136-85-6 ]
[ 133745-75-2 ]
6-methyl-1-(phenylsulfonyl)benzotriazole [ No CAS ]
[ 81262-52-4 ]

Reference： [1]Journal of Sulfur Chemistry,2018,vol. 39,p. 465 - 471

73
[ 4887-80-3 ]
[ 133745-75-2 ]
C₁₄H₁₂N₂O₃S [ No CAS ]
C₁₄H₁₂N₂O₃S [ No CAS ]

Reference： [1]Journal of Sulfur Chemistry,2018,vol. 39,p. 465 - 471

74
[ 4887-88-1 ]
[ 133745-75-2 ]
C₁₃H₉BrN₂O₂S [ No CAS ]
C₁₃H₉BrN₂O₂S [ No CAS ]

Reference： [1]Journal of Sulfur Chemistry,2018,vol. 39,p. 465 - 471

75
[ 7677-24-9 ]
[ 1798-84-1 ]
[ 133745-75-2 ]
C₂₂H₁₉ClN₂O₄S₂ [ No CAS ]

Reference： [1]ACS Catalysis,2019,vol. 9,p. 716 - 721

76
[ 7677-24-9 ]
[ 1124-14-7 ]
[ 133745-75-2 ]
C₂₂H₁₉BrN₂O₄S₂ [ No CAS ]

Reference： [1]ACS Catalysis,2019,vol. 9,p. 716 - 721

77
[ 7677-24-9 ]
[ 1798-85-2 ]
[ 133745-75-2 ]
C₂₂H₁₉BrN₂O₄S₂ [ No CAS ]

Reference： [1]ACS Catalysis,2019,vol. 9,p. 716 - 721

78
[ 7677-24-9 ]
[ 25033-19-6 ]
[ 133745-75-2 ]
C₂₆H₂₂N₂O₄S₂ [ No CAS ]
C₂₆H₂₂N₂O₄S₂ [ No CAS ]

Reference： [1]ACS Catalysis,2019,vol. 9,p. 716 - 721

79
[ 4044-98-8 ]
[ 133745-75-2 ]
N-(6-bromo-2-phenylimidazo[1,2-a]pyridin-3- y l)-N-(phenylsulfonyl)benzenesulfonamide [ No CAS ]

Reference： [1]Journal of Organic Chemistry,2018,vol. 83,p. 13991 - 14000

80
[ 133745-75-2 ]
[ 202865-85-8 ]
C₁₉H₁₅BrINO₄S₂ [ No CAS ]

Reference： [1]RSC Advances,2019,vol. 9,p. 27892 - 27895

81
[ 827-52-1 ]
[ 133745-75-2 ]
1-cyclohexyl-4-(phenylsulfonyl)benzene [ No CAS ]
C₁₈H₂₀O₂S [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With trifluorormethanesulfonic acid; trifluoroacetic acid; at 80℃; for 24h;Sealed tube;	General procedure: In a 35 mL pressure-resistant sealed tube, add chlorobenzene (2.5 mmol, 281 mg),NFSI (0.5 mmol, 157.5 mg),TfOH (0.75 mmol, 66 muL),TFA (0.5mL), stirred,The reaction was carried out at 60 C for 24 hours. After the reaction, the reaction mixture was cooled to room temperature, the solvent was distilled off under reduced pressure, and the residue was separated by silica gel column chromatography to obtain the target compound 1:Compound 1 was a white solid, 199.2 mg, yield 79%.

Reference： [1]Patent: CN110590619,2019,A .Location in patent: Paragraph 0007; 0017-0018; 0041-0043

82
[ 2564-83-2 ]
[ 133745-75-2 ]
[ 79855-30-4 ]
[ 2618-96-4 ]

Reference： [1]Organic Letters,2020

83
[ 405-03-8 ]
[ 133745-75-2 ]
C₂₀H₁₆F₂N₄O₄S₂ [ No CAS ]
C₂₀H₁₆F₂N₄O₄S₂ [ No CAS ]

Reference： [1]Angewandte Chemie - International Edition,2021,vol. 60,p. 12455 - 12460
Angew. Chem.,2021,vol. 133,p. 12563 - 12568,6

84
[ 108-57-6 ]
[ 133745-75-2 ]
C₃₄H₃₀N₈O₈S₄ [ No CAS ]
C₃₄H₃₀N₈O₈S₄ [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
96 % ee	With iron(II) triflate; trimethylsilylazide; C₅₈H₆₂N₂O₃ In chloroform at 20℃; for 48h; Schlenk technique; Inert atmosphere; Overall yield = 95 percent; Overall yield = 76.7 mg; stereoselective reaction;

Reference： [1]Lv, Daqi; Sun, Qiao; Zhou, Huan; Ge, Liang; Qu, Yanjie; Li, Taian; Ma, Xiaoxu; Li, Yajun; Bao, Hongli [Angewandte Chemie - International Edition, 2021, vol. 60, # 22, p. 12455 - 12460][Angew. Chem., 2021, vol. 133, # 22, p. 12563 - 12568,6]

85
[ 2039-86-3 ]
[ 133745-75-2 ]
N-(1-(3-bromophenyl)ethyl)-N-(phenylsulfonyl)benzenesulfonamide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
97%	Stage #1: 3-bromostyrene; N-fluorobis(benzenesulfon)imide With (1R,2R)-(-)-N,N'-bis(3,5-di-tert-butylsalicydene)-1,2-cyclohexanediaminocobalt(II) In 1,4-dioxane for 0.166667h; Inert atmosphere; Glovebox; Stage #2: With 1,1,3,3-Tetramethyldisiloxane In 1,4-dioxane at 20℃; for 3h; Inert atmosphere; Sealed tube; regioselective reaction;
49%	With cobalt(salen); 9-bora-bicyclo[3.3.1]nonane In tetrahydrofuran; ethyl acetate at 60℃; for 10h; Schlenk technique; Inert atmosphere;

Reference： [1]Lv, Guowei; Meng, Qi; Qin, Tao; Xiong, Tao; Zhang, Ge; Zhang, Qian [Angewandte Chemie - International Edition, 2021, vol. 60, # 49, p. 25949 - 25957][Angew. Chem., 2021, vol. 133, # 49, p. 26153 - 26161]
[2]Zhang, Xiang-Gui; He, Zi-Xin; Guo, Peng; Chen, Zheng; Ye, Ke-Yin [Organic Letters, 2022, vol. 24, # 1, p. 22 - 26]

86
[ 19955-99-8 ]
[ 133745-75-2 ]
(S)-N-(1-(3-formylphenyl)ethyl)-N-(phenylsulfonyl)benzenesulfonamide [ No CAS ]
N-(1-(3-formylphenyl)ethyl)-N-(phenylsulfonyl)benzenesulfonamide [ No CAS ]

Reference： [1]Angewandte Chemie - International Edition,2021,vol. 60,p. 25949 - 25957
Angew. Chem.,2021,vol. 133,p. 26153 - 26161

87
[ 38383-51-6 ]
[ 133745-75-2 ]
(S)-N-(1-([1,1'-biphenyl]-3-yl)ethyl)-N-(phenylsulfonyl)benzenesulfonamide [ No CAS ]
N-(1-([1,1'-biphenyl]-3-yl)ethyl)-N-(phenylsulfonyl)benzenesulfonamide [ No CAS ]

Reference： [1]Angewandte Chemie - International Edition,2021,vol. 60,p. 25949 - 25957
Angew. Chem.,2021,vol. 133,p. 26153 - 26161

Purity	Size	Price	VIP Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
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CAS No. :	133745-75-2	MDL No. :	MFCD00144885
Formula :	C₁₂H₁₀FNO₄S₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	RLKHFSNWQCZBDC-UHFFFAOYSA-N
M.W :	315.34	Pubchem ID :	588007
Synonyms :

Num. heavy atoms :	20
Num. arom. heavy atoms :	12
Fraction Csp3 :	0.0
Num. rotatable bonds :	4
Num. H-bond acceptors :	6.0
Num. H-bond donors :	0.0
Molar Refractivity :	70.29
TPSA :	88.28 Å²

GI absorption :	High
BBB permeant :	No
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	Yes
CYP2C9 inhibitor :	Yes
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-6.4 cm/s

Log Po/w (iLOGP) :	2.26
Log Po/w (XLOGP3) :	2.57
Log Po/w (WLOGP) :	4.53
Log Po/w (MLOGP) :	0.9
Log Po/w (SILICOS-IT) :	0.19
Consensus Log Po/w :	2.09

[ CAS No. 133745-75-2 ] {[proInfo.proName]}

Quality Control of [ 133745-75-2 ]

Related Doc. of [ 133745-75-2 ]

Product Details of [ 133745-75-2 ]

Calculated chemistry of [ 133745-75-2 ]

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 133745-75-2 ]

Application In Synthesis of [ 133745-75-2 ]

[ 133745-75-2 ] Synthesis Path-Upstream 1~3

[ 133745-75-2 ] Synthesis Path-Downstream 1~87

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	0.0
Bioavailability Score :	0.55

Log S (ESOL) :	-3.59
Solubility :	0.0803 mg/ml ; 0.000255 mol/l
Class :	Soluble
Log S (Ali) :	-4.07
Solubility :	0.0267 mg/ml ; 0.0000847 mol/l
Class :	Moderately soluble
Log S (SILICOS-IT) :	-4.36
Solubility :	0.0137 mg/ml ; 0.0000435 mol/l
Class :	Moderately soluble

PAINS :	0.0 alert
Brenk :	1.0 alert
Leadlikeness :	0.0
Synthetic accessibility :	2.97

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P501-P202-P201-P264-P280-P302+P352-P308+P313-P337+P313-P305+P351+P338-P362+P364-P332+P313-P405	UN#:	N/A
Hazard Statements:	H315-H319-H341	Packing Group:	N/A
GHS Pictogram:

Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
P102	Keep out of reach of children.
P103	Read label before use
Prevention
Code	Phrase
P201	Obtain special instructions before use.
P202	Do not handle until all safety precautions have been read and understood.
P210	Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
P211	Do not spray on an open flame or other ignition source.
P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
P244	Keep reduction valves free from grease and oil.
P250	Do not subject to grinding/shock/friction.
P251	Pressurized container: Do not pierce or burn, even after use.
P260	Do not breathe dust/fume/gas/mist/vapours/spray.
P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
P282	Wear cold insulating gloves/face shield/eye protection.
P283	Wear fire/flame resistant/retardant clothing.
P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
P308	IF exposed or concerned:
P309	IF exposed or if you feel unwell:
P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling