Identification | Back 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 Properties | Back 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 |
Hazard Information | Back Directory | [Uses]
2-Amino-N,N-dimethylbenzenesulfonamide is an intermediate used to prepare LDK378 as potent and selective anaplastic lymphoma kinase inhibitor. | [Synthesis]
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 |
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