Sulfamic Acid → 2-Amino-4-methyl-5-nitrobenzenesulfonic acid

HRID 1076767

반응식

HRID 1076767 반응식
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[C:4]([CH3:11])[CH:3]=1.ClC1C=CC=CC=1.[S:19](=[O:23])(=[O:22])([OH:21])N>CN1CCCC1=O>[NH2:1][C:2]1[C:7]([S:19]([OH:23])(=[O:22])=[O:21])=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[C:4]([CH3:11])[CH:3]=1

참가 물질

5

반응물 3

HCID 5987Sulfamic AcidHCID 7964ChlorobenzeneHCID 118984-Nitro-m-toluidine

생성물 1

HCID 30162832-Amino-4-methyl-5-nitrobenzenesulfonic acid

시약·촉매·용매 1

HCID 13387N-methyl-2-pyrrolidone용매

실험 절차

18.3 g of 1-amino-3-methyl-4-nitrobenzene, 120 ml of chlorobenzene, 24 g of sulphamic acid and 12 ml of 1-methylpyrrolid-2-one are warmed to 120°C whilst stirring. The reaction mixture is stirred for 8 hours at this temperature. After cooling, the reaction mixture is filtered and the residue is washed with trichloroethylene and recrystallised from 200 ml of water. The crystals which have precipitated are filtered off, suspended in 100 ml of trichloroethylene, stirred for one hour at 75°C, separated from the organic solvent by filtration and dried at 80°C. 25 g (84% of theory) of yellow crystals, which according to thin layer chromatography are a single substance, of 1-amino-3-methyl-4-nitro-benzene-6 -sulphonic acid in the form of its ammonium salt [melting point 290° C (decomposition)]are obtained.

후처리

  1. stirringThe reaction mixture is stirred for 8 hours at this temperature
  2. temperatureAfter cooling
  3. filtrationthe reaction mixture is filtered
  4. washthe residue is washed with trichloroethylene
  5. customrecrystallised from 200 ml of water
  6. customThe crystals which have precipitated
  7. filtrationare filtered off
  8. stirringstirred for one hour at 75°C
  9. customseparated from the organic solvent by filtration
  10. customdried at 80°C

출처 및 근거

ORD 기록
ord-be9aab24b5504072bd01e51661a3a3ab
출처 데이터셋
uspto-grants-1976_05
특허 번호
US03957860

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