Water → 4-Chloro-5-(5-isoquinolylsulfanyl)-1,2-benzenediamine

HRID 619730ノート

反応式

HRID 619730 の反応式
[Cl:1][C:2]1[C:8]([S:9][C:10]2[CH:19]=[CH:18][CH:17]=[C:16]3[C:11]=2[CH:12]=[CH:13][N:14]=[CH:15]3)=[CH:7][C:5]([NH2:6])=[C:4]([N+:20]([O-])=O)[CH:3]=1.O.[OH-].[Na+]>Cl>[Cl:1][C:2]1[CH:3]=[C:4]([NH2:20])[C:5]([NH2:6])=[CH:7][C:8]=1[S:9][C:10]1[CH:19]=[CH:18][CH:17]=[C:16]2[C:11]=1[CH:12]=[CH:13][N:14]=[CH:15]2

参加物

5

反応物 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 218469034-Chloro-5-(5-isoquinolylsulfanyl)-2-nitroaniline

生成物 1

HCID 218469304-Chloro-5-(5-isoquinolylsulfanyl)-1,2-benzenediamine収率 89.5%

試薬・触媒・溶媒 1

HCID 313Hydrochloric Acid溶媒

実験手順

4-Chloro-5-(5-isoquinolylsulfanyl)-2-nitroaniline 1.78 g (5.4 mmol) was dissolved in concentrated hydrochloric acid 30 ml, stannous chloride dihydrate 4.30 g (19.1 mmol) was added, and the mixture was stirred overnight at room temperature. The reaction mixture was poured into water, 50% sodium hydroxide was added to alkalize the mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and with saturated sodium chloride, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The resulting residue was recrystallized from ethyl acetate-n-hexane to give 4-chloro-5-(5-isoquinolylsulfanyl)-1,2-benzenediamine 1.45 g (89.5%).

後処理

  1. additionwas added
  2. extractionthe mixture was extracted with ethyl acetate
  3. washThe organic layer was washed with water and with saturated sodium chloride
  4. dry with materialdried over anhydrous sodium sulfate
  5. concentrationconcentrated under reduced pressure
  6. customThe resulting residue was recrystallized from ethyl acetate-n-hexane

出典と根拠

ORDレコード
ord-064ef837141c4fd78d5569ce18e1284f
出典データセット
uspto-grants-1999_09
特許番号
US05959107

反応ノート

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