Hydrochloric Acid → 3-(N-methylamino)aniline-4-sulfonic acid

HRID 1197210

反応式

HRID 1197210 の反応式
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([S:8]([OH:11])(=[O:10])=[O:9])=[C:4]([NH2:12])[CH:3]=1.[C:13](OC(=O)C)(=O)C.[OH-].[Na+].S(OC)(OC)(=O)=O.Cl.[Cl-].[Na+]>O.C(O)=O>[CH3:13][NH:12][C:4]1[CH:3]=[C:2]([CH:7]=[CH:6][C:5]=1[S:8]([OH:11])(=[O:9])=[O:10])[NH2:1]

参加物

9

反応物 6

HCID 313Hydrochloric AcidHCID 5234Sodium ChlorideHCID 6497Dimethyl SulfateHCID 7918Acetic AnhydrideHCID 14798Sodium Hydroxide3 回HCID 666232,4-Diaminobenzenesulfonic acid

生成物 1

HCID 109655703-(N-methylamino)aniline-4-sulfonic acid

試薬・触媒・溶媒 2

HCID 284Formic Acid溶媒HCID 962Water溶媒

反応条件

温度
20 °C

実験手順

94 g of 1,3-diaminobenzene-4-sulfonic acid in 430 ml of water and 70 g of formic acid were boiled for 3 hours under reflux. The mixture was cooled to 20° C., and the resulting 3-(N-formylamino)aniline-4-sulfonic acid was filtered off in vacuo and stirred in 500 g of water with the addition of caustic soda solution to give a pH of 6.5. 70 g of acetic anhydride were then added and the pH was kept between 5.0 and 6.5 by the addition of caustic soda solution. After 30 minutes, the pH was adjusted to 12.5 with caustic soda solution, and 75 g of dimethyl sulfate were added dropwise. After 30 minutes, the pH was adjusted to -0.5 with hydrochloric acid, and the mixture was boiled under reflux for 3 hours. After cooling, the mixture was adjusted to pH 1.0 with caustic soda solution and salted out with 150 g of sodium chloride. The precipitated 3-(N-methylamino)aniline- 4-sulfonic acid was isolated by filtration in vacuo.

後処理

  1. temperatureunder reflux
  2. filtrationthe resulting 3-(N-formylamino)aniline-4-sulfonic acid was filtered off in vacuo
  3. customto give a pH of 6.5
  4. additionwere added dropwise
  5. waitAfter 30 minutes
  6. temperatureunder reflux for 3 hours
  7. temperatureAfter cooling

出典と根拠

ORDレコード
ord-d46403aea0164f58b488fbb708d4e92a
出典データセット
uspto-grants-1992_05
特許番号
US05117050

関連ノート

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