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53297-70-4

53297-70-4 Structure

53297-70-4 Structure
IdentificationMore
[Name]

3-Methyl-4-aminobenzensulfonamide
[CAS]

53297-70-4
[Synonyms]

3-METHYL-4-AMINOBENZENSULFONAMIDE
4-AMINO-3-METHYLBENZENESULPHONAMIDE
4-AMINO-3-METHYLBENZENSULFONAMIDE
Benzenesulfonamide, 4-amino-3-methyl-(9CI)
4-Amino-3-methylbenzenesulphonamide 95%
3-METHYL-4-AMINOBENZENSULFONAMIDE 98+%
[Molecular Formula]

C7H10N2O2S
[MDL Number]

MFCD00466840
[Molecular Weight]

186.23
[MOL File]

53297-70-4.mol
Chemical PropertiesBack Directory
[Melting point ]

174 °C
[Boiling point ]

409.3±55.0 °C(Predicted)
[density ]

1.359±0.06 g/cm3(Predicted)
[storage temp. ]

Keep in dark place,Inert atmosphere,Room temperature
[pka]

10.19±0.60(Predicted)
[CAS DataBase Reference]

53297-70-4(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302+H312+H332-H315-H319-H335
[Precautionary statements ]

P280-P271
[Hazard Codes ]

Xi
[Hazard Note ]

Irritant
[HS Code ]

2935909099
Hazard InformationBack Directory
[Synthesis]

4-Amino-3-methyl-benzenesulfonamide

252562-03-1

3-Methyl-4-aminobenzensulfonamide

53297-70-4

N-(2-methyl-4-aminosulfonylphenyl)acetamide (5.1 g, 22.3 mmol) was used as a raw material, which was mixed with 2N hydrochloric acid (76.5 ml) and ethanol (100 ml) and the reaction was carried out at reflux overnight. Upon completion of the reaction, the reaction mixture was neutralized with aqueous sodium carbonate to pH=8. Subsequently, the mixture was extracted with ethyl acetate (80 mL x 4), the organic phases were combined and dried over anhydrous sodium sulfate. The organic phase was concentrated under reduced pressure to afford 4-amino-3-methylbenzenesulfonamide as a light-colored solid (4.9 g, 100% yield).

[References]

[1] Bioorganic and Medicinal Chemistry Letters, 2012, vol. 22, # 6, p. 2338 - 2342
[2] Patent: US9138427, 2015, B2. Location in patent: Page/Page column 304
[3] Patent: EP1208091, 2006, B1. Location in patent: Page/Page column 8; 21
[4] Collection of Czechoslovak Chemical Communications, 1948, vol. 13, p. 161,165,169
[5] Journal of Medicinal Chemistry, 2004, vol. 47, # 5, p. 1175 - 1182
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