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3-Methyl-4-aminobenzensulfonamide

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3-Methyl-4-aminobenzensulfonamide Basic information

Product Name:
3-Methyl-4-aminobenzensulfonamide
Synonyms:
  • 3-METHYL-4-AMINOBENZENSULFONAMIDE
  • 4-AMINO-3-METHYLBENZENESULPHONAMIDE
  • 4-AMINO-3-METHYLBENZENSULFONAMIDE
  • 3-Methyl-4-aminobenzensulfonamide 4-amino-3-methylbenzenesulfonamide
  • 3-METHYL-4-AMINOBENZENSULFONAMIDE 98+%
  • 4-Amino-3-methylbenzenesulfonamide
  • BenzenesulfonaMide, 4-aMino-3-Methyl-
  • 4-aMino-3-Methylbenzene-1-sulfonaMide
CAS:
53297-70-4
MF:
C7H10N2O2S
MW:
186.23
Product Categories:
  • Phenyls & Phenyl-Het
  • Miscellaneous
  • Phenyls & Phenyl-Het
  • SULFONAMIDE
Mol File:
53297-70-4.mol
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3-Methyl-4-aminobenzensulfonamide Chemical Properties

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)
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Safety Information

Hazard Codes 
Xi
Hazard Note 
Irritant
HS Code 
2935909099
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3-Methyl-4-aminobenzensulfonamide Usage And Synthesis

Synthesis

252562-03-1

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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