2-amino-N,N-dimethylbenzenesulfonamide

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2-amino-N,N-dimethylbenzenesulfonamide Basic information
Product Name:2-amino-N,N-dimethylbenzenesulfonamide
Synonyms:2-amino-N,N-dimethylbenzenesulfonamide;2-amino-N,N-dimethylbenzenesulfonamide(SALTDATA: FREE);2-aMino-N,N-diMethylbenzene-1-sulfonaMide;UKRORGSYN-BB BBV-033364;Benzenesulfonamide, 2-amino-N,N-dimethyl-
CAS:54468-86-9
MF:C8H12N2O2S
MW:200.26
EINECS:
Product Categories:
Mol File:54468-86-9.mol
2-amino-N,N-dimethylbenzenesulfonamide Structure
2-amino-N,N-dimethylbenzenesulfonamide Chemical Properties
Melting point 86-88 °C
Boiling point 347.3±44.0 °C(Predicted)
density 1.273±0.06 g/cm3(Predicted)
storage temp. Refrigerator, under inert atmosphere
solubility DMSO (Sparingly), Methanol (Slightly)
form Solid
pka-0.12±0.10(Predicted)
color Pale Yellow
Safety Information
MSDS Information
2-amino-N,N-dimethylbenzenesulfonamide Usage And Synthesis
Uses2-Amino-N,N-dimethylbenzenesulfonamide is an intermediate used to prepare LDK378 as potent and selective anaplastic lymphoma kinase inhibitor.
Synthesis
N,N-dimethyl-2-nitrobenzenesulfonamide

23530-43-0

2-amino-N,N-dimethylbenzenesulfonamide

54468-86-9

General procedure for the synthesis of 2-amino-N,N-dimethylbenzenesulfonamide from N,N-dimethyl-2-nitrobenzenesulfonamide: N,N-dimethyl-2-nitrobenzenesulfonamide (2.5 g, 10.9 mmol) was dissolved in methanol (100 mL), and palladium/carbon catalyst (250 mg) was added. Hydrogen was introduced into the reaction system and the reaction mixture was stirred for 12 hours at room temperature. Upon completion of the reaction, the palladium/carbon catalyst was removed by filtration. The solvent was removed using a rotary evaporator to afford the target product 2-amino-N,N-dimethylbenzenesulfonamide (2 g, yield: 92%).

References[1] Patent: EP3202765, 2017, A1. Location in patent: Paragraph 0157; 0158; 0146; 0147
[2] Patent: CN105524045, 2016, A. Location in patent: Paragraph 0261; 0262; 0263
[3] Russian Journal of General Chemistry, 1999, vol. 69, # 6, p. 962 - 968
[4] Patent: WO2004/22534, 2004, A1. Location in patent: Page 102
[5] Patent: US2014/271955, 2014, A1. Location in patent: Paragraph 0766; 0767
2-amino-N,N-dimethylbenzenesulfonamide Preparation Products And Raw materials
Raw materialsN,N-dimethyl-2-nitrobenzenesulfonamide-->Palladium-->Activated carbon-->Hydrogen-->Methanol
Preparation Products2-(2,5-dichloropyrimidin-4-ylamino)-N,N-dimethylbenzenesulfonamide
Tag:2-amino-N,N-dimethylbenzenesulfonamide(54468-86-9) Related Product Information
2-Amino-N-ethylbenzenesulfonanilide POLYTHIAZIDE (200 MG) 1-(2-Nitro-benzenesulfonyl)-piperazine 1-((4-(3-Chloro-5-(trifluoromethyl)(2-pyridyl))piperazinyl)sulfonyl)-2-nitrobenzene 1-Acetyl-7-(dimethylaminosulphonyl)-2,3-dihydro-(1H)-indole 2,3-Dihydro-N,N-dimethyl-7-(1H)-indolesulphonamide 7-(Dimethylaminosulphonyl)-2,3-dihydro-C-oxo-1-(1H)-indolebutanoic acid 7-(Dimethylaminosulphonyl)-2,3-dihydro-1-(3-phenyl-(2E)-propenoyl)-(1H)-indole 7-(Dimethylaminosulphonyl)-2,3-dihydro-1-[[N-[2-(trifluoromethyl)phenyl]amino]carbonyl]-(1H)-indole 1-(2,6-Dimethoxybenzoyl)-7-(dimethylaminosulphonyl)-2,3-dihydro-(1H)-indole 2-Nitro-1-((4-(5-(trifluoromethyl)(2-pyridyl))piperazinyl)sulfonyl)benzene 1-[[N-(2,4-Difluorophenyl)amino]carbonyl]-7-(dimethylaminosulphonyl)-2,3-dihydro-(1H)-indole TIMTEC-BB SBB006431 [2-[2-[7-(Dimethylaminosulphonyl)-2,3-dihydroindol-1-yl]-1-methyl-2-oxoethyl]thio]acetic acid, methyl ester 7-(Dimethylaminosulphonyl)-2,3-dihydro-C-oxo-N-[3-(trifluoromethyl)benzyl]-(1H)-indolebutanamide 7-(Dimethylaminosulphonyl)-2,3-dihydro-1-[3-(trifluoromethyl)benzoyl]-(1H)-indole [2-[2-[7-(Dimethylaminosulphonyl)-2,3-dihydroindol-1-yl]-1-methyl-2-oxoethyl]sulphonyl]acetic acid, methyl ester 7-(Dimethylaminosulphonyl)-2,3-dihydro-1-[[N-(2-methoxyphenyl)amino]carbonyl]-(1H)-indole