[ CAS No. 402-11-9 ] {[proInfo.proName]}

Name: 402-11-9|2-Chloro-1-nitro-4-(trifluoromethyl)benzene|97%
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Quality Control of [ 402-11-9 ]

COA NMR CNMR HPLC LC-MS

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SDS Specification

Alternatived Products of [ 402-11-9 ]

Product Details of [ 402-11-9 ]

CAS No. :	402-11-9	MDL No. :	MFCD00272564
Formula :	C₇H₃ClF₃NO₂	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	CZWWSPDHNLAYRJ-UHFFFAOYSA-N
M.W :	225.55	Pubchem ID :	164594
Synonyms :

Calculated chemistry of [ 402-11-9 ]

Physicochemical Properties

Num. heavy atoms :	14
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.14
Num. rotatable bonds :	2
Num. H-bond acceptors :	5.0
Num. H-bond donors :	0.0
Molar Refractivity :	45.28
TPSA :	45.82 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	Yes
CYP2C19 inhibitor :	Yes
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-5.71 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.62
Log Po/w (XLOGP3) :	2.77
Log Po/w (WLOGP) :	4.42
Log Po/w (MLOGP) :	2.53
Log Po/w (SILICOS-IT) :	1.39
Consensus Log Po/w :	2.55

Druglikeness

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

Water Solubility

Log S (ESOL) :	-3.17
Solubility :	0.153 mg/ml ; 0.000678 mol/l
Class :	Soluble
Log S (Ali) :	-3.39
Solubility :	0.0923 mg/ml ; 0.000409 mol/l
Class :	Soluble
Log S (SILICOS-IT) :	-3.29
Solubility :	0.116 mg/ml ; 0.000515 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	2.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	1.68

Safety of [ 402-11-9 ]

Signal Word:	Warning	Class:	N/A
Precautionary Statements:	P261-P305+P351+P338	UN#:	N/A
Hazard Statements:	H302-H315-H319-H335	Packing Group:	N/A
GHS Pictogram:

Application In Synthesis of [ 402-11-9 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 402-11-9 ]
Downstream synthetic route of [ 402-11-9 ]

[ 402-11-9 ] Synthesis Path-Upstream 1~4

1
[ 39885-50-2 ]
[ 402-11-9 ]

Reference： [1] Chemical and Pharmaceutical Bulletin, 1992, vol. 40, # 9, p. 2399 - 2409

2
[ 402-11-9 ]
[ 402-17-5 ]

Reference： [1] Tetrahedron Letters, 2007, vol. 48, # 3, p. 473 - 476

3
[ 402-11-9 ]
[ 162100-55-2 ]

Reference： [1] Synthetic Communications, 2003, vol. 33, # 13, p. 2229 - 2233

4
[ 402-11-9 ]
[ 100846-24-0 ]

Reference： [1] Synthetic Communications, 2003, vol. 33, # 13, p. 2229 - 2233

[ 402-11-9 ] Synthesis Path-Downstream 1~85

1
[ 367-27-1 ]
[ 402-11-9 ]
[ 146139-69-7 ]

Reference： [1]Chemical and Pharmaceutical Bulletin,1992,vol. 40,p. 2399 - 2409

2
[ 402-11-9 ]
[ 88888-90-8 ]

Reference： [1]Journal of Organic Chemistry,1984,vol. 49,p. 1221 - 1224

3
[ 39885-50-2 ]
[ 402-11-9 ]

Reference： [1]Chemical and Pharmaceutical Bulletin,1992,vol. 40,p. 2399 - 2409

4
5-trifluoromethyl-2-nitro-benzenediazonium-sulfate [ No CAS ]
[ 402-11-9 ]

Reference： [1]Journal of Organic Chemistry,1955,vol. 20,p. 1577,1589

5
[ 402-11-9 ]
[ 98-86-2 ]
2-(2-nitro-5-trifluoromethyl-phenyl)-1-phenyl-ethanone [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2002,vol. 124,p. 15168 - 15169

6
[ 14447-18-8 ]
[ 402-11-9 ]
cyano-(2-nitro-5-trifluoromethyl-phenyl)-acetic acid benzyl ester [ No CAS ]

Reference： [1]Synthetic Communications,2003,vol. 33,p. 2229 - 2233

7
[ 402-11-9 ]
C₉H₁₀ClO₂S^(1-) [ No CAS ]
1-(1-Benzenesulfonyl-1-chloro-propyl)-3-chloro-5-trifluoromethyl-benzene [ No CAS ]

Reference： [1]Tetrahedron Letters,2004,vol. 45,p. 3193 - 3195

8
[ 402-11-9 ]
C₁₄H₁₃O₂S^(1-) [ No CAS ]
1-Chloro-3-[phenyl-(toluene-4-sulfonyl)-methyl]-5-trifluoromethyl-benzene [ No CAS ]

Reference： [1]Tetrahedron Letters,2004,vol. 45,p. 3193 - 3195

9
[ 402-11-9 ]
[ 52313-34-5 ]
2-cyano-6-(2-nitro-5-trifluoromethylphenoxy)quinoline [ No CAS ]

Reference： [1]Chemical Communications,2006,p. 4620 - 4622

10
[ 402-11-9 ]
[ 593-51-1 ]
[ 883992-67-4 ]

Yield	Reaction Conditions	Operation in experiment
	With triethylamine; In dimethyl sulfoxide; at 20 - 70℃; for 3.5h;	To a mixture of compound 3d1 (508 mg, 2.3 mmol) and dry DMSO (3 mL) are successively added CH3NH2.HCl (305 mg, 4.5 mmol) and Et3N (0.79 mL, 5.6 mmol). The reaction mixture is stirred at ambient temperature for 3.5 h and then at 70 C. overnight. The mixture is poured into water and extracted with EtOAc (3×). The combined organic layers are washed with water (4×) and brine, dried with MgSO4, filtered and concentrated. Purification by flash chromatography (2% EtOAc-hexanes) affords compound 3d2.

Reference： [1]Patent: US2008/45516,2008,A1 .Location in patent: Page/Page column 34-35

11
[ 402-11-9 ]
[ 402-17-5 ]

Reference： [1]Tetrahedron Letters,2007,vol. 48,p. 473 - 476

12
[ 402-11-9 ]
[ 106-47-8 ]
C₁₃H₈Cl₂F₃N₂O₂^(1-) [ No CAS ]

Reference： [1]Synlett,2007,p. 1525 - 1528

13
[ 402-11-9 ]
[ 802294-64-0 ]
C₁₀H₉ClF₃NO [ No CAS ]

Reference： [1]Synlett,2006,p. 1953 - 1955

14
[ 402-11-9 ]
3-chloro-N-(4-chlorophenyl)-2-nitroso-5-(trifluoromethyl)aniline [ No CAS ]

Reference： [1]Synlett,2007,p. 1525 - 1528

15
[ 402-11-9 ]
2-[6-(2-nitro-5-trifluoromethyl-phenoxy)-quinolin-2-yl]-4,5-dihydro-thiazole-4-carboxylic acid [ No CAS ]

Reference： [1]Chemical Communications,2006,p. 4620 - 4622

16
[ 402-11-9 ]
[ 162100-55-2 ]

Reference： [1]Synthetic Communications,2003,vol. 33,p. 2229 - 2233

17
[ 402-11-9 ]
[ 100846-24-0 ]

Reference： [1]Synthetic Communications,2003,vol. 33,p. 2229 - 2233

18
[ 402-11-9 ]
2-(2-amino-ethyl)-4-trifluoromethyl-phenylamine [ No CAS ]

Reference： [1]Synthetic Communications,2003,vol. 33,p. 2229 - 2233

19
[ 402-11-9 ]
5-(trifluoromethyl)-2-phenyl-1H-indole [ No CAS ]

Reference： [1]Journal of the American Chemical Society,2002,vol. 124,p. 15168 - 15169

20
[ 402-11-9 ]
[ 116687-18-4 ]

Reference： [1]Chemical and Pharmaceutical Bulletin,1992,vol. 40,p. 2399 - 2409

21
[ 402-11-9 ]
N-[2-(2,4-Difluoro-phenoxy)-4-trifluoromethyl-phenyl]-methanesulfonamide [ No CAS ]

Reference： [1]Chemical and Pharmaceutical Bulletin,1992,vol. 40,p. 2399 - 2409

22
[ 402-11-9 ]
[ 88888-91-9 ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogenchloride; ammonium hydroxide; sodium dithionite; sodium sulfide; nitrogen; In water; dimethyl sulfoxide;	EXAMPLE 12 6-Trifluoromethyl-1,2,3-Benzothiadiazole STR23 First, <strong>[402-11-9]2-chloro-4-trifluoromethylnitrobenzene</strong> (20 g, 88.6 mmol) was dissolved in dimethylsulfoxide (100 mL, dried over molecular sieves) under a nitrogen atmosphere and then anhydrous sodium sulfide (6.92 g, 88.6 mmol) was added all at once. The mixture warmed to about 40 C. and was stirred for 2 h. The red mixture was poured into a solution of brine (300 mL) and 6N HCl (100 mL) and extracted with methylene chloride (3100 mL). The combined organic phase was filtered through a cone of sodium sulfate and concentrated to leave 18.46 g of yellow solid. Nitrogen was bubbled through deionized water (400 mL) for 15 min, then the above yellow solid and ammonium hydroxide (90 mL) were added. Sodium hydrosulfite (90 g) was dissolved in deionized water (400 mL) and added to the mechanically stirred reaction over 10 to 15 min via an addition funnel. The resulting solution was warmed to 50 C. for 3 h, then stirred overnight at ambient temperature. The mixture was acidified to pH 7 with acetic acid and extracted with ether (3200 mL). The combined organic layer was washed with brine and filtered through a cone of calcium sulfate into a flask equipped with mechanical stirring and a gas inlet. Hydrogen chloride was bubbled through the stirred solution for 1.5 h. The solid was filtered, rinsed with dry ether and dried in vacuo to give 8.96 g of hydrochloride salt, mp 184 to 188 C.; IR (KBr) 1330 cm-1.

Reference： [1]Journal of Organic Chemistry,1984,vol. 49,p. 1221 - 1224
[2]Patent: US4571404,1986,A

23
[ 402-11-9 ]
[ 88888-96-4 ]

Reference： [1]Journal of Organic Chemistry,1984,vol. 49,p. 1221 - 1224

24
[ 402-11-9 ]
[ 105-53-3 ]
[ 880557-97-1 ]

Yield	Reaction Conditions	Operation in experiment
89%	With potassium carbonate; In N,N-dimethyl-formamide; for 48.0h;Heating / reflux;	Step 1 : Preparation of intermediate diethyl 2-(5-(trifluoromethyl)-2-nitrophenyl)malonate; EPO <DP n="58"/>A mixture of 2-chloro-4-(trifluoromethyl)-1 -nitrobenzene (10 g, 44.33 mmol), diethylmalonate (9.94 mmol, 62.06 mmol) and potassium carbonate (13.5 g, 97.53 mmol) in DMF (25 mL) was heated at reflux for 2 days. The reaction mixture was cooled and slowly poured into water. The mixture was then acidified with 2N HCI, and extracted with ether. The combined organic layers were washed with water, brine, dried (MgSO4), filtered and concentrated in vacuo. The residue was chromatographed over silica gel (eluted with 5% ethyl acetate in hexanes) to afford the title compound as a pale yellow liquid (13.8 g, 89%).1H NMR (400 MHz, CHLOROFORM-D) delta ppm 1.3 (t, J=7.5 Hz, 6 H) 4.3 (q, J=7.2 Hz, 4 H) 5.3 (s, 1 H) 7.8 (d, J=8.7 Hz, 1 H) 7.8 (s, 1 H) 8.1 (d, J=8.3 Hz, 1 H); MS (ES+) CaIc: 349.08, Found: 350.4 (M+1 ).

Reference： [1]Patent: WO2006/32987,2006,A1 .Location in patent: Page/Page column 56-57

25
[ 402-11-9 ]
[ 58859-46-4 ]
[ 932700-76-0 ]

Yield	Reaction Conditions	Operation in experiment
40%	With sodium carbonate;potassium iodide; In N,N-dimethyl-formamide; at 90℃; for 15.0h;	Ethyl-4-amino-i-piperidine-carboxylate (16.0 g, 92 mmol) was added to a stirred suspension of <strong>[402-11-9]3-chloro-4-nitrobenzotrifluoride</strong> (19.0 g, 84 mmol), sodium carbonate (8.9 g, 84 mmol) and potassium iodide (0.14 g, 0.84 mmol) in dimethylformamide (200 ml_). The mixture was heated to 90 0C, stirred for 15 hours and then allowed to cool. The reaction mixture was diluted with water (200 ml_) and ethyl acetate (200 ml_). The aqueous phase was separated and the organic phase was extracted with water (2 x 200 mL). The organic phase was dried over MgSO4 and evaporated under reduced pressure. The residue was purified by column chromatography on silica, eluting with ethyl acetate/hexane (1 :5) to give the title compound (12.0 g, 40% yield) as an orange solid. (Rf: 0.4 (ethyl acetate/hexane 1 :5))
40%	With sodium carbonate; potassium iodide; In N,N-dimethyl-formamide; at 90℃; for 15.0h;	Ethyl-4-amino-i-piperidine-carboxylate (16.0 g, 92 mmol) was added to a stirred suspension of <strong>[402-11-9]3-chloro-4-nitrobenzotrifluoride</strong> (19.0 g, 84 mmol), sodium carbonate (8.9 g, 84 mmol) and potassium iodide (0.14 g, 0.84 mmol) in dimethylformamide (200 ml_). The mixture was heated to 90 0C, stirred for 15 hours and then allowed to cool. The reaction mixture was diluted with water (200ml) and ethyl acetate (200ml). The aqueous phase was separated and the organic phase was extracted with water (2 x 200ml). The organic phase was dried over MgSO4 and evaporated under reduced pressure. The residue was purified by column chromatography on silica, eluting with ethyl acetate/hexane (1 :5) to give the title compound (12.0 g, 40% yield) as an orange solid. (Rf: 0.4 (ethyl acetate/hexane 1 :5))

Reference： [1]Patent: WO2007/36711,2007,A1 .Location in patent: Page/Page column 50
[2]Patent: WO2007/107565,2007,A1 .Location in patent: Page/Page column 116

26
[ 926296-77-7 ]
[ 402-11-9 ]
ethyl (2E)-3-{4-(2-methoxyethoxy)-2-[2-nitro-5-(trifluoromethyl)phenoxy]phenyl}acrylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
65%	With potassium carbonate; In N,N-dimethyl-formamide; at 50℃; for 3.0h;	To a solution of ethyl (2E) -3- [2-hydroxy-4- (2- methoxyethoxy) phenyl] acrylate (875 mg) in N, N- dimethylformamide (8 ml) were added potassium carbonate (695 mg) and <strong>[402-11-9]3-chloro-4-nitrobenzotrifluoride</strong> (894 mg) , and the mixture was stirred at 5O0C for 3 hr. After, allowing to cool to room temperature, IN hydrochloric acid was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, dried (MgSO4), filtrated and concentrated. The obtained residue was' subjected to silica gel column chromatography, and eluted with ethyl acetate-hexane (hexane alone to 2:3, v/v) to give a brown solid. Recrystallization from ethyl acetate- hexane gave ethyl (2E) -3-{4- (2-methoxyethoxy) -2- [2-nitro-5- (trifluoromethyl)phenoxy]phenyl}acrylate (0.97 g, yield: 65%) as red-brown crystals, melting point 108-1100C.

Reference： [1]Patent: WO2007/18314,2007,A2 .Location in patent: Page/Page column 241

27
[ 402-11-9 ]
[ 75-04-7 ]
[ 1025509-68-5 ]

Yield	Reaction Conditions	Operation in experiment
94.66%	In tetrahydrofuran; at 100℃; for 2.0h;Microwave irradiation;	Preparation of Starting Material Ia Step I: N-ethyl-4-nitrobenzotrifIuoride3-chloro-4-nitrobenoztrifloride (Ig, 4.43 mmols) and ethylamine (2M in THF, 12 mL) were taken in a microwave tube equipped with a stir bar. The contents were stirred, sealed and heated in a microwave at 100 0C for 2 hours. The reaction mixture was then transferred into a round bottom flask and concentrated to obtain a bright orange solid. The solid was partitioned between ethyl acetate (300 mL) and water (50 mL). The organic layer was washed with brine, dried with sodium sulfate (anhydrous), filtered and dried in vacuo to obtain 1.45 g (94.66%) of desired product.
94.66%	In tetrahydrofuran; at 100℃; for 2.0h;Microwave irradiation;	3-Chloro-4-nitrobenzotrifiuoride (Ig, 4.43 mmols) and ethylamine (2M in THF, 12 mL) were taken in a microwave tube equipped with a stir bar. The contents were stirred, sealed and heated in a microwave at 100 0C for 2 hours. The reaction mixture was then transferred into a round bottom flask and concentrated to obtain a bright orange solid. The solid was partitioned between ethyl acetate (300 mL) and water (50 mL). The organic layer was washed with brine, dried with sodium sulfate (anhydrous), filtered and dried in vacuo to obtain 1.45 g (94.66%) of desired product.

Reference： [1]Patent: WO2008/56150,2008,A1 .Location in patent: Page/Page column 177
[2]Patent: WO2009/19506,2009,A1 .Location in patent: Page/Page column 24
[3]Journal of Medicinal Chemistry,2015,vol. 58,p. 7057 - 7075

28
[ 611-06-3 ]
[ 7205-98-3 ]
[ 402-11-9 ]
[ 1105738-91-7 ]
1-Benzenesulfonylmethyl-3,5-dichloro-2-nitro-benzene [ No CAS ]

Reference： [1]Chemistry - A European Journal,2008,vol. 14,p. 11113 - 11122

29
[ 7205-98-3 ]
[ 402-11-9 ]
[ 1105738-91-7 ]

Reference： [1]Chemistry - A European Journal,2008,vol. 14,p. 11113 - 11122

30
[ 7205-98-3 ]
[ 402-11-9 ]
[ 619-24-9 ]
[ 1105738-91-7 ]
[ 89303-51-5 ]
[ 89303-41-3 ]
[ 93244-97-4 ]

Reference： [1]Chemistry - A European Journal,2008,vol. 14,p. 11113 - 11122

31
[ 402-11-9 ]
[ 124-40-3 ]
[ 1234014-86-8 ]

Yield	Reaction Conditions	Operation in experiment
77%	In tetrahydrofuran; at 100℃; for 16.0h;	To a stirred solution of 2-chloro-1-nitro-4- (trifluoromethyl)benzene 275.1 (200 mg, 0.00088 mol) in THF (0.4 ml) was added dimethyl amine (0.2 ml, 0.0041 mol ) in a sealed tube and the reaction mixture was stirred at 100 C for 16 hr. After completion of the starting material (by TLC), the reaction mixture was cooled to room temperature and volatiles were evaporated under reduced pressure. The crude material was diluted with water (15 ml) and extracted with EtOAc (2x15 ml). The combined organic layers were washed with brine solution, dried over anhydrous Na2SO4and concentrated under reduced pressure. The residue was purified by preparative TLC to afford compound 275.2 (160 mg, 77%) as yellow syrup. 1H-NMR (CDCl3, 200 MHz) delta 7.83 (d, J = 8.8 Hz, 1H), 7.22 (s, 1H), 6.99 (d, J = 8.8 Hz, 1H), 2.94 (s, 6H), LCMS m/z 216 [M+l-F].

Reference： [1]Patent: WO2010/78408,2010,A1 .Location in patent: Page/Page column 160; 161

32
[ 402-11-9 ]
[ 106-47-8 ]
3-chloro-N-(4-chlorophenyl)-2-nitroso-5-(trifluoromethyl)aniline [ No CAS ]

Reference： [1]Synthesis,2010,p. 3865 - 3872

33
[ 199175-10-5 ]
[ 402-11-9 ]
[ 1301189-51-4 ]

Yield	Reaction Conditions	Operation in experiment
	With N-ethyl-N,N-diisopropylamine; In dimethyl sulfoxide; at 90℃;Inert atmosphere;	Example 844'-[l-[(3S)-l-(Cyclopropylcarbonyl)-3-pyrrolidinyl]methyl}-6-(trifluoromethyl)-lH- benzimidazol-2-yl] -3-biphenylol(a) 1,1-Dimethylethyl (35)-3-([2-nitro-5-(trifluoromethyl)phenyl]amino}methyl)-l- pyrrolidinecarboxylate2-Chloro-l-nitro-4-(trifiuoromethyl)benzene (6.75 g) and 1,1-dimethylethyl (35)-3- (aminomethyl)-l-pyrrolidinecarboxylate (6 g) were dissolved in 50 mL DMSO. To this was added DIEA (5.42 g) and the reaction mixture was flushed with nitrogen and stirred at 90 C overnight. The reaction mixture was allowed to cool, diluted with brine and extracted with methyl t-butyl ether. The organic extracts were dried and the solvent evaporated. The crude product was purified by silica gel column chromatography to afford the titled compound.

Reference： [1]Patent: WO2011/56635,2011,A1 .Location in patent: Page/Page column 96

34
[ 1301188-96-4 ]
[ 402-11-9 ]
[ 1301189-52-5 ]

Yield	Reaction Conditions	Operation in experiment
87%	With caesium carbonate;palladium diacetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In toluene; at 100℃;Inert atmosphere;	(a) 7V-[(3S)-l-(Cyclopropylcarbonyl)-3-pyrrolidinyl]methyl}-2-nitro-5- (trifluoromethyl)anilineA solution of 2-chloro-l-nitro-4-(trifluoromethyl)benzene (20.7 g) in toluene (300 mL) was treated with [(35)-l-(cyclopropylcarbonyl)-3-pyrrolidinyl]methyl}amine (16.1 g), BINAP (6.1 g), palladium(II) acetate (1.02 g), and cesium carbonate (47.2 g). With stirring the reaction was purged with nitrogen, sealed and heated to 100C over the weekend. The reaction was then diluted with water (500mL) and was extracted with EtOAc (3 x 500mL). The organic phase was washed with brine (500 mL), dried over sodium sulfate, filtered and concentrated in vacuo. The resulting brown material was purified by flash chromatography on silica gel using EtOAc/hexanes to afford the titled compound as a yellow solid (29.9 g, 87%). MS(ES)+ m/e 358.4 [M+H]+.

Reference： [1]Patent: WO2011/56635,2011,A1 .Location in patent: Page/Page column 98-99

35
[ 402-11-9 ]
C₁₃H₁₃F₃N₂S [ No CAS ]

Reference： [1]Angewandte Chemie - International Edition,2013,vol. 52,p. 4247 - 4250
Angew. Chem.,2013,vol. 125,p. 4341 - 4344,4

36
[ 402-11-9 ]
1-(2-(thiophen-2-yl)ethyl)-6-(trifluoromethyl)-1H-benzo[d][1,2,3]triazole [ No CAS ]

Reference： [1]Angewandte Chemie - International Edition,2013,vol. 52,p. 4247 - 4250
Angew. Chem.,2013,vol. 125,p. 4341 - 4344,4

37
[ 30433-91-1 ]
[ 402-11-9 ]
C₁₃H₁₁F₃N₂O₂S [ No CAS ]

Reference： [1]Angewandte Chemie - International Edition,2013,vol. 52,p. 4247 - 4250
Angew. Chem.,2013,vol. 125,p. 4341 - 4344,4

38
[ 402-11-9 ]
[ 128-04-1 ]
5-(trifluoromethyl)benzo-1,3-dithiol-2-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
41%	With water; In dimethyl sulfoxide; at 200℃; for 0.333333h;Sealed tube; Microwave irradiation;	2-Chloro-1-nitro-4-(trifluoromethyl)benzene (895 mg, 3.50 mmol) was dissolved in 7 mL of DMSO and was treated with 627 mg (3.50 mmol) of sodium dimethyldithiocarbamate dihydrate in a sealed vial in a microwave reactor at 200 C for 20 min. The mixture was diluted to 70 mL with water and extracted into 70 mL of CH2Cl2. The organic layer was washed with brine (70 mL) and dried over MgSO4. The solids were removed by filtration, and the volatile components were removed via rotary evaporation. The crude product was purified by reversed-phase flash column chromatography with a gradient of 10% to 100% acetonitrile in water (0.1% trifluoroacetic acid). Fractions containing product were combined and the organic portion of the solvent was evaporated. The aqueous phase was neutralized by addition of saturated NaHCO3 and was then extracted with ethyl acetate. The organic layer was evaporated yielding 336 mg (41%) of the product as a light brown oil, which was taken on directly to the next step.

Reference： [1]Bioorganic and Medicinal Chemistry Letters,2015,vol. 25,p. 1050 - 1052

39
[ 402-11-9 ]
[ 1548-67-0 ]

Reference： [1]Advanced Synthesis and Catalysis,2015,vol. 357,p. 451 - 462

40
[ 402-11-9 ]
5-(trifluoromethyl)-1H-benzo[d][1,2,3]triazol-1-ol [ No CAS ]

Reference： [1]Advanced Synthesis and Catalysis,2015,vol. 357,p. 451 - 462

41
[ 402-11-9 ]
[ 1025506-64-2 ]