ChemicalBook--->CAS DataBase List--->54468-86-9

54468-86-9

54468-86-9 Structure

54468-86-9 Structure
IdentificationBack Directory
[Name]

2-amino-N,N-dimethylbenzenesulfonamide
[CAS]

54468-86-9
[Synonyms]

UKRORGSYN-BB BBV-033364
2-amino-N,N-dimethylbenzenesulfonamide
Benzenesulfonamide, 2-amino-N,N-dimethyl-
2-aMino-N,N-diMethylbenzene-1-sulfonaMide
2-amino-N,N-dimethylbenzenesulfonamide(SALTDATA: FREE)
[Molecular Formula]

C8H12N2O2S
[MDL Number]

MFCD04035363
[MOL File]

54468-86-9.mol
[Molecular Weight]

200.26
Chemical PropertiesBack Directory
[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 DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
Hazard InformationBack Directory
[Uses]

2-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
Spectrum DetailBack Directory
[Spectrum Detail]

2-amino-N,N-dimethylbenzenesulfonamide(54468-86-9)1HNMR
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