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

HRID 1076767

反応式

HRID 1076767 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 13387N-methyl-2-pyrrolidone溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-be9aab24b5504072bd01e51661a3a3ab
出典データセット
uspto-grants-1976_05
特許番号
US03957860

関連ノート

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