[ CAS No. 500011-84-7 ] {[proInfo.proName]}

Name: 500011-84-7|3-Bromo-1-(dimethylsulfamoyl)pyrazole|98%
Brand: Ambeed
SKU: A160913
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Quality Control of [ 500011-84-7 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 500011-84-7 ]

SDS Specification

Alternatived Products of [ 500011-84-7 ]

Product Details of [ 500011-84-7 ]

CAS No. :	500011-84-7	MDL No. :	MFCD19442786
Formula :	C₅H₈BrN₃O₂S	Boiling Point :	-
Linear Structure Formula :	-	InChI Key :	PYBWMCRVFDXECL-UHFFFAOYSA-N
M.W :	254.11	Pubchem ID :	21071281
Synonyms :

Calculated chemistry of [ 500011-84-7 ] Expand+

Physicochemical Properties

Num. heavy atoms :	12
Num. arom. heavy atoms :	5
Fraction Csp3 :	0.4
Num. rotatable bonds :	2
Num. H-bond acceptors :	4.0
Num. H-bond donors :	0.0
Molar Refractivity :	47.86
TPSA :	63.58 Å²

Pharmacokinetics

GI absorption :	High
BBB permeant :	Yes
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-7.25 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.98
Log Po/w (XLOGP3) :	0.84
Log Po/w (WLOGP) :	1.38
Log Po/w (MLOGP) :	0.73
Log Po/w (SILICOS-IT) :	-0.9
Consensus Log Po/w :	0.81

Druglikeness

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

Water Solubility

Log S (ESOL) :	-2.12
Solubility :	1.92 mg/ml ; 0.00757 mol/l
Class :	Soluble
Log S (Ali) :	-1.76
Solubility :	4.44 mg/ml ; 0.0175 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	-1.3
Solubility :	12.6 mg/ml ; 0.0498 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	0.0
Synthetic accessibility :	2.76

Safety of [ 500011-84-7 ]

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 [ 500011-84-7 ]

* 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 [ 500011-84-7 ]
Downstream synthetic route of [ 500011-84-7 ]

[ 500011-84-7 ] Synthesis Path-Upstream 1~2

1
[ 500011-84-7 ]
[ 14521-80-3 ]

Yield	Reaction Conditions	Operation in experiment
2.92 g	at 10 - 35℃; for 2 h;	A mixture of 3-bromo-N,N-dimethyl-1H-pyrazole-1-sulfonamide obtained in Step B (5.83 g) and trifluoroacetic acid (9.0 mL) was stirred at room temperature for 2 hr. To the reaction mixture was added ethyl acetate, and the mixture was neutralized with saturated aqueous sodium hydrogen carbonate solution, and washed with saturated brine. The organic layer was dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (2.92 g). ¹H NMR (400 MHz, CDCl₃) δ 6.37 (1H, d, J = 2.4 Hz), 7.57 (1H, d, J = 2.4 Hz)
25.9 g	at 20℃; for 0.5 h;	Step B: Preparation of 3-Bromopyrazole To trifluoroacetic acid (70 mL) was slowly added the bromopyrazole product (57.04 g) from Step A. The reaction mixture was stirred at room temperature for 30 minutes and then concentrated at reduced pressure. The residue was taken up in hexane, insoluble solids were filtered off, and the hexane was evaporated to afford the crude product as an oil. The crude product was further purified by chromatography on silica gel using ethyl acetate/dichloromethane (10:90) as eluent to afford an oil. The oil was taken up in dichloromethane, neutralized with aqueous sodium bicarbonate solution, extracted with methylene chloride (3×), dried over magnesium sulfate and concentrated to afford the title product as a white solid (25.9 g), m.p. 61-64° C. ¹H NMR (CDCl₃) δ 6.37 (d, 1H), 7.59 (d, 1H), 12.4 (br s, 1H).
25.9 g	With trifluoroacetic acid In dichloromethane; ethyl acetate at 20℃; for 0.5 h;	Step B: Preparation of 3-BromopyrazoleTo trifluoroacetic acid (70 mE) was slowly added the bromopyrazole product (57.04 g) from Step A. The reactionmixture was stirred at room temperature for 30 minutes and then concentrated at reduced pressure. The residue was takenup in hexane, insoluble solids were filtered off, and the hexanewas evaporated to afford the crude product as an oil. Thecrude product was further purified by chromatography on silica gel using ethyl acetate/dichloromethane (10:90) as elutoent to afford an oil. The oil was taken up in dichloromethane, neutralized with aqueous sodium bicarbonate solution, extracted with methylene chloride (3x), dried over magnesium sulfate and concentrated to afford the title product as a white solid (25.9 g), m.p. 61-64° C.‘H NMR (CDC13) ö 6.37 (d, 1H), 7.59 (d, 1H), 12.4 (br s,1H).

Reference： [1] Patent: WO2006/68669, 2006, A1, . Location in patent: Page/Page column 19; 24
[2] Patent: WO2003/106427, 2003, A2, . Location in patent: Page 18
[3] Patent: WO2004/11447, 2004, A2, . Location in patent: Page 42-43
[4] Patent: EP2818473, 2014, A1, . Location in patent: Paragraph 0583
[5] Patent: US9113630, 2015, B2, . Location in patent: Page/Page column 41; 42
[6] Patent: US9173400, 2015, B2, . Location in patent: Page/Page column 40; 41
[7] Patent: WO2008/130021, 2008, A2, . Location in patent: Page/Page column 391-392

2
[ 133228-21-4 ]
[ 500011-84-7 ]

Yield	Reaction Conditions	Operation in experiment
8.03 g	Stage #1: With n-butyllithium In tetrahydrofuran; hexane at -78℃; for 0.25 h; Stage #2: With 1,2-dibromo-1,1,2,2-tetrachloroethane In tetrahydrofuran; toluene at -78 - 35℃; for 1.41667 h;	To a solution of N,N-dimethyl-1H-pyrazole-1-sulfonamide obtained in Step A (6.74 g) in tetrahydrofuran (75 mL) was added dropwise n-butyllithium hexane solution (1.3 M, 31.1 mL) over 15 min at -78°C. The reaction mixture was stirred at -78°C for 15 min, and a solution of 1,2-dibromo-1,1,2,2-tetrachloroethane (13.8 g) in tetrahydrofuran (25 mL) was added dropwise thereto over 10 min. The reaction mixture was stirred at -78°C for 15 min, and then at room temperature for 1 hr. The reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (8.03 g). ¹H NMR (400 MHz, CDCl₃) δ 3.06 (6H, s), 6.42 (1H, d, J = 1.6 Hz), 7.60 (1H, d, J = 1.6 Hz)
57.04 g	Stage #1: With n-butyllithium In tetrahydrofuran; hexane at -78 - -60℃; Stage #2: With 1,2-dibromo-1,1,2,2-tetrachloroethane In tetrahydrofuran; hexane at -78 - -70℃;	Step A: Preparation of 3-Bromo-N,N-dimethyl-1H-pyrazole-1-sulfonamide To a solution of N-dimethylsulfamoylpyrazole (44.0 g, 0.251 mol) in dry tetrahydrofuran (500 mL) at −78° C. was added dropwise a solution of n-butyllithium (2.5 M in hexane, 105.5 mL, 0.264 mol) while maintaining the temperature below −60° C. A thick solid formed during the addition. Upon completion of the addition the reaction mixture was maintained for an additional 15 minutes, after which time a solution of 1,2-dibromotetrachloroethane (90 g, 0.276 mol) in tetrahydrofuran (150 mL) was added dropwise while maintained the temperature below −70° C. The reaction mixture turned a clear orange; stirring was continued for an additional 15 minutes. The −78° C. bath was removed and the reaction was quenched with water (600 mL). The reaction mixture was extracted with methylene chloride (4×), and the organic extracts were dried over magnesium sulfate and concentrated. The crude product was further purified by chromatography on silica gel using methylene chloride/hexane (50:50) as eluent to afford the title product as a clear colorless oil (57.04 g). ¹H NMR (CDCl₃) δ 3.07 (d, 6H), 6.44 (m, 1H), 7.62 (m, 1H).

Reference： [1] Patent: WO2006/68669, 2006, A1, . Location in patent: Page/Page column 19; 24
[2] Patent: WO2003/106427, 2003, A2, . Location in patent: Page 17-18
[3] Patent: WO2004/11447, 2004, A2, . Location in patent: Page 42
[4] Patent: EP2818473, 2014, A1, . Location in patent: Paragraph 0582
[5] Patent: US9113630, 2015, B2, . Location in patent: Page/Page column 41
[6] Patent: US9173400, 2015, B2, . Location in patent: Page/Page column 40
[7] Patent: WO2008/130021, 2008, A2, . Location in patent: Page/Page column 390-391

[ 500011-84-7 ] Synthesis Path-Downstream 1~2

1
[ 133228-21-4 ]
[ 500011-84-7 ]

Yield	Reaction Conditions	Operation in experiment
		Step A: Preparation of 3~bromo-N,N-dimethyl-lH-pyrazole-l-sulfonamide; To a solution of N,<strong>[133228-21-4]N-dimethylsulfamoylpyrazole</strong> (44.O g, 0.251 mol) in dry tetrahydrofuran (500 mL) at -78 0C was added dropwise a solution of n-butyllithium (2.5 M in hexane, 105.5 mL, 0.264 mol) while maintaining the temperature below -60 C. A thick solid formed during the addition. Upon completion of the addition the reaction mixture was stirred at -78 C for an additional 15 minutes, after which time a solution of 1,2-dibromo- tetrachloroethane (90 g, 0.276 mol) in tetrahydrofuran (150 mL) was added dropwise while maintaining the temperature below -70 0C. The reaction mixture turned a clear orange; stirring was continued for an additional 15 minutes. The -78 0C bath was removed and the reaction was quenched with water (600 mL). The reaction mixture was extracted with methylene chloride (4x), and the organic extracts were dried over magnesium sulfate and concentrated. The crude product was further purified by chromatography on silica gel using methylene chloride-hexane (50:50) as eluent to afford 57.04 g of the title product as clear colorless oil. 1H NuMR (CDCl3): delta 7.62 (m,lH), 6.44 (m,lH), 3.07 (d,6H).
		To a solution [OF N-DIMETHYLSULFAMOYLPYRAZOLE] (44.0 g, 0.251 mol) in dry tetrahydrofuran (500 mL) at-78 C was added dropwise a solution of n-butyllithium (2.5 M in hexane, 105.5 mL, 0.264 mol) while maintaining the temperature [BELOW-60 C.] A thick solid formed during the addition. Upon completion of the addition the reaction mixture was maintained for an additional 15 minutes, after which time a solution of 1,2-dibromo- tetrachloroethane (90 g, 0.276 mol) in tetrahydrofuran (150 mL) was added dropwise while maintaining the temperature below-70 [C.] The reaction mixture turned a clear orange; stirring was continued for an additional 15 [MINUTES. THE-78 C] bath was removed and the reaction was quenched with water (600 mL). The reaction mixture was extracted with methylene chloride (4x), and the organic extracts were dried over magnesium sulfate and concentrated. The crude product was further purified by chromatography on silica gel using methylene chloride-hexane (50: 50) as eluent to afford the title product as a clear colorless oil (57.04 g). 1H NMR [(CDC13)] [8] 3.07 (d, 6H), 6.44 (m, 1H), 7.62 (m, 1H).
		To a solution of [N-DIMETHYLSULFAMOYLPYRAZOLE] (44.0 g, 0.251 mol) in dry tetrahydrofuran (500 mL) at-78 C was added dropwise a solution of n-butyllithium (2.5 M in hexane, 105.5 mL, 0.264 mol) while maintaining the temperature [BELOW-60 C.] A thick solid formed during the addition. Upon completion of the addition the reaction mixture was maintained for an additional 15 minutes, after which time a solution of 1,2-dibromo- tetrachloroethane (90 g, 0.276 mol) in tetrahydrofuran (150 mL) was added dropwise while maintaining the temperature [BELOW-70 C.] The reaction mixture turned a clear orange; stirring was continued for an additional 15 minutes. The-78 [C] bath was removed and the reaction was quenched with water (600 mL). The reaction mixture was extracted with dichloromethane [(4X)] and the organic extracts were dried over magnesium sulfate and concentrated. The crude product was further purified by chromatography on silica gel using dichloromethane-hexane (50: 50) as eluent to afford the title product as a clear colorless oil (57.04 [G).] 1H NMR [(CDC13)] 8 3.07 (d, 6H), 6.44 (m, 1H), 7.62 (m, 1H).

8.03 g		To a solution of <strong>[133228-21-4]N,N-dimethyl-1H-pyrazole-1-sulfonamide</strong> obtained in Step A (6.74 g) in tetrahydrofuran (75 mL) was added dropwise n-butyllithium hexane solution (1.3 M, 31.1 mL) over 15 min at -78C. The reaction mixture was stirred at -78C for 15 min, and a solution of 1,2-dibromo-1,1,2,2-tetrachloroethane (13.8 g) in tetrahydrofuran (25 mL) was added dropwise thereto over 10 min. The reaction mixture was stirred at -78C for 15 min, and then at room temperature for 1 hr. The reaction mixture was poured into water, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (8.03 g). 1H NMR (400 MHz, CDCl3) delta 3.06 (6H, s), 6.42 (1H, d, J = 1.6 Hz), 7.60 (1H, d, J = 1.6 Hz)
57.04 g		Step A: Preparation of 3-Bromo-<strong>[133228-21-4]N,N-dimethyl-1H-pyrazole-1-sulfonamide</strong>To a solution of <strong>[133228-21-4]N-dimethylsulfamoylpyrazole</strong> (44.0 g, 0.251 mol) in dry tetrahydrofuran (500 mL) at -78 C. was added dropwise a solution of n-butyllithium (2.5 M in hexane, 105.5 mL, 0.264 mol) while maintaining the temperature below -60 C. A thick solid formed during the addition. Upon completion of the addition the reaction mixture was maintained for an additional 15 minutes, after which time a solution of 1,2-dibromotetrachloroethane (90 g, 0.276 mol) in tetrahydrofuran (150 mL) was added dropwise while maintained the temperature below -70 C. The reaction mixture turned a clear orange; stirring was continued for an additional 15 minutes. The -78 C. bath was removed and the reaction was quenched with water (600 mL). The reaction mixture was extracted with methylene chloride (4×), and the organic extracts were dried over magnesium sulfate and concentrated. The crude product was further purified by chromatography on silica gel using methylene chloride/hexane (50:50) as eluent to afford the title product as a clear colorless oil (57.04 g). 1H NMR (CDCl3) delta 3.07 (d, 6H), 6.44 (m, 1H), 7.62 (m, 1H).
		Step A: Preparation of3-Bromo-N,N-dimethyl- 1 H-pyrazole- 1-sulfonamide To a solution of <strong>[133228-21-4]N-dimethylsulfamoylpyrazole</strong> (44.0 g,0.25 1 mol) in dry tetrahydrofuran (500 mE) at 78 C. wasadded dropwise a solution of n-butyllithium (2.5 M inhexane,105.5 mE, 0.264 mol) while maintaining the temperaturebelow 60 C. A thick solid formed during the addition. Uponcompletion of the addition the reaction mixture was maintained for an additional 15 minutes, afier which time a solution of 1 ,2-dibromotetrachloroethane (90 g, 0.276 mol) intetrahydroffiran (150 mE) was added dropwise while maintaining the temperature below .-70 C. The reaction mixtureturned a clear orange; stirring was continued for an additional15 minutes. The 78 C. bath was removed and the reactionwas quenched with water (600 mE). The reaction mixture wasextracted with methylene chloride (4x), and the organicextracts were dried over magnesium sulfate and concentrated.The crude product was further purified by chromatography onsilica gel using methylene chloride/hexane (50:50) as eluentto afford the title product as a clear colorless oil (57.04 g).?H NMR (CDC13) oe 3.07 (d, 6H), 6.44 (m, 1H), 7.62 (m,1H).
		Step 2: Preparation of 3-bromo-pyrazole-l-sulfonic acid dimethylamide; Pyrazole-1-sulfone acid dimethylamide (17.6 g) was dissolved in dry THF (200 mL) and cooled to -78C. A solution of n-butyllithium (80 mL, 1.3 M) was added slowly over a period of 15 min and stirred for further 15 min at - 78C. A solution of 1, 2-dibromo-l, 1, 2 , 2-tetrachloroethane(35.8 g) in dry THF (60 mL) was added within 10 min to this solution and stirred for further 15 min at -78C, then the cool bath was removed and the mixture was quenched with water after stirring for 1 h. The reaction mixture was <n="392"/>extracted 3x with ethyl acetate, the combined org. layers were washed with brine, dried over MgSO4 and concentrated in vacuum.The residue was purified by column chromatography (silica gel 60, hexane/ethyl acetate = 5:1, Rf = 0.25) to afford 21.3 g of the title compound of the formulae2 as a colorless oil.1H-NMR (CDCl3, TMS) delta (ppm) : 3.08 (6H, s) , 6.43 (IH, m) , 7.61 IH, m) .

Reference： [1]Patent: WO2006/68669,2006,A1 .Location in patent: Page/Page column 19; 24
[2]Patent: WO2003/106427,2003,A2 .Location in patent: Page 17-18
[3]Patent: WO2004/11447,2004,A2 .Location in patent: Page 42
[4]Patent: EP2818473,2014,A1 .Location in patent: Paragraph 0582
[5]Patent: US9113630,2015,B2 .Location in patent: Page/Page column 41
[6]Patent: US9173400,2015,B2 .Location in patent: Page/Page column 40
[7]Patent: WO2008/130021,2008,A2 .Location in patent: Page/Page column 390-391

2
[ 500011-84-7 ]
[ 14521-80-3 ]

Yield	Reaction Conditions	Operation in experiment
	With trifluoroacetic acid; at 20℃; for 0.5h;	Step B: Preparation of 3-bromopyrazole;To trifluoroacetic acid (70 mL) was slowly added 3-bromo-iV,N-dimethyl-lH- pyrazole-1 -sulfonamide (i.e. the bromopyrazole product of Step A) (57.04 g). The reaction mixture was stirred at room temperature for 30 minutes and then concentrated at reduced pressure. The residue was taken up in hexane, insoluble solids were filtered off, and the hexane was evaporated to afford the crude product as an oil. The crude product was further purified by chromatography on silica gel using ethyl acetate/dichloromethane (10:90) as eluent to afford an oil. The oil was taken up in dichloromethane, neutralized with aqueous sodium bicarbonate solution, extracted with methylene chloride (3x), dried over magnesium sulfate and concentrated to afford 25.9 g of the title product as a white solid, m.p. 61-64 C. 1H NuMR (CDCl3): delta 12.4 (br s,lH), 7.59 (d,lH), 6.37 (d,lH).
	With trifluoroacetic acid; at 20℃; for 0.5h;	To trifluoroacetic acid (70 mL) was slowly added [3-BROMO-N, N-DIMETHYL-LH-] [PYRAZOLE-1-SULFONAMIDE] (i. e. the bromopyrazole product of Step A) (57.04 g). The reaction mixture was stirred at room temperature for 30 minutes and then concentrated at reduced pressure. The residue was taken up in hexane, insoluble solids were filtered off, and the hexane was evaporated to afford the crude product as an oil. The crude product was further purified by chromatography on silica gel using ethyl [ACETATE/DICHLOROMETHANE] (10: 90) as eluent to afford an oil. The oil was taken up in dichloromethane, neutralized with aqueous sodium bicarbonate solution, extracted with methylene chloride (3x), dried over magnesium sulfate and concentrated to afford the title product as a white solid (25.9 g), m. p. [61-64 C.] [1H] NMR (CDC13) [8] 6.37 (d, 1H), 7.59 (d, 1H), 12.4 (br s, 1H).
	With trifluoroacetic acid; at 20℃; for 0.5h;	To trifluoroacetic acid (70 mL) was slowly added [3-BROMO N, N DIMETHYL-1H] [PYRAZOLE-L-SULFONAMIDE] (i. e. the bromopyrazole product of Step B) (57.04 g). The reaction mixture was stirred at room temperature for 30 minutes and then concentrated at reduced pressure. The residue was taken up in hexane, insoluble solids were filtered off, and the hexane was evaporated to afford the crude product as an oil. The crude product was further purified by chromatography on silica gel using ethyl acetate/dichloromethane (10: 90) as eluent to afford an oil. The oil was taken up in dichloromethane, neutralized with aqueous sodium bicarbonate solution, extracted with dichloromethane [(3X),] dried over magnesium sulfate and concentrated to afford the title product as a white solid (25.9 g), m. p. [61-64 C.] 1H NMR (CDC13) 8 6.37 (d, 1H), 7.59 (d, 1H), 12.4 (br s, 1H).

2.92 g	With trifluoroacetic acid; at 10 - 35℃; for 2h;	A mixture of 3-bromo-N,N-dimethyl-1H-pyrazole-1-sulfonamide obtained in Step B (5.83 g) and trifluoroacetic acid (9.0 mL) was stirred at room temperature for 2 hr. To the reaction mixture was added ethyl acetate, and the mixture was neutralized with saturated aqueous sodium hydrogen carbonate solution, and washed with saturated brine. The organic layer was dried over anhydrous sodium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (2.92 g). 1H NMR (400 MHz, CDCl3) delta 6.37 (1H, d, J = 2.4 Hz), 7.57 (1H, d, J = 2.4 Hz)
25.9 g	With trifluoroacetic acid; at 20℃; for 0.5h;	Step B: Preparation of 3-BromopyrazoleTo trifluoroacetic acid (70 mL) was slowly added the bromopyrazole product (57.04 g) from Step A. The reaction mixture was stirred at room temperature for 30 minutes and then concentrated at reduced pressure. The residue was taken up in hexane, insoluble solids were filtered off, and the hexane was evaporated to afford the crude product as an oil. The crude product was further purified by chromatography on silica gel using ethyl acetate/dichloromethane (10:90) as eluent to afford an oil. The oil was taken up in dichloromethane, neutralized with aqueous sodium bicarbonate solution, extracted with methylene chloride (3×), dried over magnesium sulfate and concentrated to afford the title product as a white solid (25.9 g), m.p. 61-64 C. 1H NMR (CDCl3) delta 6.37 (d, 1H), 7.59 (d, 1H), 12.4 (br s, 1H).
25.9 g	With trifluoroacetic acid; In dichloromethane; ethyl acetate; at 20℃; for 0.5h;	Step B: Preparation of 3-BromopyrazoleTo trifluoroacetic acid (70 mE) was slowly added the bromopyrazole product (57.04 g) from Step A. The reactionmixture was stirred at room temperature for 30 minutes and then concentrated at reduced pressure. The residue was takenup in hexane, insoluble solids were filtered off, and the hexanewas evaporated to afford the crude product as an oil. Thecrude product was further purified by chromatography on silica gel using ethyl acetate/dichloromethane (10:90) as elutoent to afford an oil. The oil was taken up in dichloromethane, neutralized with aqueous sodium bicarbonate solution, extracted with methylene chloride (3x), dried over magnesium sulfate and concentrated to afford the title product as a white solid (25.9 g), m.p. 61-64 C.?H NMR (CDC13) oe 6.37 (d, 1H), 7.59 (d, 1H), 12.4 (br s,1H).
	With trifluoroacetic acid; at 20℃; for 2h;	Step 3: Preparation of 3-bromo-lff-pyrazole; To 3-bromo-pyrazole-l-sulfonic acid dimethylamide (21.3 g) was slowly added trifluoroacetic acid (30 mL) and stirred at room temperature for 2 h. Hexane was added and the formed precipitate was filtered off and washed with hexane. The filtrate was diluted with MTB-ether, washed with sat. NaHC03-solution, water and brine, dried over MgSO4 and concentrated in vacuum to afford 10.7 g of a colorless oil containing 80% of the title compound of the formulaBrH <n="393"/>The residue was used for the next step without further purification .1H-NMR (CDCl3, TMS) 8 (ppm) : 6.37 (IH, d, J = 3 Hz), 7.55 (IH, d, J = 3 Hz), 12.6 (IH, br s).

Reference： [1]Patent: WO2006/68669,2006,A1 .Location in patent: Page/Page column 19; 24
[2]Patent: WO2003/106427,2003,A2 .Location in patent: Page 18
[3]Patent: WO2004/11447,2004,A2 .Location in patent: Page 42-43
[4]Patent: EP2818473,2014,A1 .Location in patent: Paragraph 0583
[5]Patent: US9113630,2015,B2 .Location in patent: Page/Page column 41; 42
[6]Patent: US9173400,2015,B2 .Location in patent: Page/Page column 40; 41
[7]Patent: WO2008/130021,2008,A2 .Location in patent: Page/Page column 391-392

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Isomers

Technical Information

• 1,4-Addition of an Amine to a Conjugated Enone • 1,4-Addition of an Amine to a Conjugated Enone • Acid-Catalyzed α -Halogenation of Ketones • Addition of a Hydrogen Halide to an Internal Alkyne • Alcohols from Haloalkanes by Acetate Substitution-Hydrolysis • Alcohols React with PX3 • Alkyl Halide Occurrence • Alkylation of an Alkynyl Anion • Amides Can Be Converted into Aldehydes • Amine Synthesis from Nitriles • Amine Synthesis from Nitriles • Amines Convert Acyl Chlorides into Amides • Amines Convert Esters into Amides • An Alkane are Prepared from an Haloalkane • Azide Reduction by LiAlH4 • Azide Reduction by LiAlH4 • Basicity of Amines • Buchwald-Hartwig C-N Bond and C-O Bond Formation Reactions • Chan-Lam Coupling Reaction • Chichibabin Reaction • Convert Haloalkanes into Alcohols by SN2 • Diazotization Reaction • DIBAL Attack Nitriles to Give Ketones • Enamine Formation • Formation of an Amide from an Amine and a Carboxylic Acid • Formation of an Amide from an Amine and a Carboxylic Acid • Friedel-Crafts Alkylation of Benzene with Haloalkanes • General Reactivity • Grignard Reaction • Halogenation of Alkenes • Hemiaminal Formation from Amines and Aldehydes or Ketones • Hemiaminal Formation from Amines and Aldehydes or Ketones • Hiyama Cross-Coupling Reaction • Hofmann Elimination • Hofmann Rearrangement • Hydride Reductions • Hydrolysis of Imines to Aldehydes and Ketones • Imine Formation from Amines and Aldehydes or Ketones • Kinetics of Alkyl Halides • Kumada Cross-Coupling Reaction • Leuckart-Wallach Reaction • Mannich Reaction • Methylation of Ammonia • Methylation of Ammonia • Nitrosation of Amines • Peptide Bond Formation with DCC • Petasis Reaction • Preparation of Amines • Preparation of LDA • Reactions of Alkyl Halides with Reducing Metals • Reactions of Amines • Reactions of Dihalides • Reduction of an Amide to an Amine • Reduction of an Amide to an Amine • Reductive Amination • Reductive Amination • Ring Opening of Azacyclopropanes • Ring Opening of Azacyclopropanes • Ring Opening of Oxacyclobutanes • Specialized Acylation Reagents-Vilsmeier Reagent • Stille Coupling • Strecker Synthesis • Substitution and Elimination Reactions of Alkyl Halides • Suzuki Coupling • Synthesis of 2-Amino Nitriles • Ugi Reaction • Williamson Ether Syntheses

Historical Records

Related Functional Groups of
[ 500011-84-7 ]

Amines

[ 133228-21-4 ]

N,N-Dimethyl-1H-pyrazole-1-sulfonamide

Similarity: 0.90

Sulfamides

[ 133228-21-4 ]

N,N-Dimethyl-1H-pyrazole-1-sulfonamide

Similarity: 0.90

Related Parent Nucleus of
[ 500011-84-7 ]

Pyrazoles

[ 133228-21-4 ]

N,N-Dimethyl-1H-pyrazole-1-sulfonamide

Similarity: 0.90

Ghs Precautionary Statements

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

Purity	Size	Price	VIP Price	USA Stock *0-1 Day	Global Stock *5-7 Days	Quantity
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Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

[ CAS No. 500011-84-7 ] {[proInfo.proName]}

Quality Control of [ 500011-84-7 ]

Related Doc. of [ 500011-84-7 ]

Product Details of [ 500011-84-7 ]

Calculated chemistry of [ 500011-84-7 ] Expand+

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 500011-84-7 ]

Application In Synthesis of [ 500011-84-7 ]

[ 500011-84-7 ] Synthesis Path-Upstream 1~2

[ 500011-84-7 ] Synthesis Path-Downstream 1~2

Technical Information

Related Functional Groups of [ 500011-84-7 ]

Amines

Sulfamides

Related Parent Nucleus of [ 500011-84-7 ]

Pyrazoles

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Related Functional Groups of
[ 500011-84-7 ]

Related Parent Nucleus of
[ 500011-84-7 ]