Dimethyl Sulfate → 3-(N-methylamino)aniline-4-sulfonic acid

HRID 1197212

反応式

HRID 1197212 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.[OH-].[Na+].[C:15](OC(=O)C)(=O)C.S(OC)(OC)(=O)=O>O.C(O)=O>[CH3:15][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

7

反応物 4

HCID 6497Dimethyl SulfateHCID 7918Acetic AnhydrideHCID 14798Sodium Hydroxide4 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2 回

反応条件

温度
100 °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 under reflux for 3 hours. Then, at 20° C., 100 ml of water were added and the pH was adjusted to 6.5 with caustic soda solution. 70 g of acetic anhydride were then added, the pH being kept between 5.5 and 6.5 with caustic soda solution. The pH was then adjusted to 12.5 with caustic soda solution, and 75 g of dimethyl sulfate were added. After 30 minutes, 110 g of 50% w/w caustic soda solution were added, and the mixture was boiled under reflux at 100° C. for 3 hours. 150 ml of water were then distilled off and the pH was adjusted to 1 with hydrochloric acid. At 20° C., the precipitated 3-(N-methylamino)aniline-4-sulfonic acid was isolated by filtration.

後処理

  1. temperatureunder reflux for 3 hours
  2. additionwere added
  3. distillation150 ml of water were then distilled off

出典と根拠

ORDレコード
ord-374ce92d12e9424292dffaf6f7674dfc
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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