1-Chloro-3-nitro-2-(propan-2-ylsulfanyl)benzene → 3-Chloro-2-(isopropylthio)aniline

HRID 363247ノート

反応式

HRID 363247 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([N+:8]([O-])=O)[C:3]=1[S:11][CH:12]([CH3:14])[CH3:13].[H][H]>[Ni].CO>[NH2:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[C:3]=1[S:11][CH:12]([CH3:14])[CH3:13]

参加物

5

反応物 2

HCID 28232471-Chloro-3-nitro-2-(propan-2-ylsulfanyl)benzeneHCID 178418361HCID 178418361、化合物

生成物 1

HCID 27357473-Chloro-2-(isopropylthio)aniline

試薬・触媒・溶媒 2

HCID 935Nickel触媒HCID 887Methanol溶媒

反応条件

温度
100 °C

実験手順

40 g of 2-chloro-6-nitrophenyl-isopropylsulfane, 160 g of methanol and 2.4 g of Raney nickel 37-1 (methanol-moist) were initially introduced into a 0.7 l steel autoclave. After rinsing with nitrogen, 70 bar of hydrogen were forced in and the contents of the autoclave were heated to 100° C., while stirring. The hydrogen pressure was increased to 80 bar. After 50 minutes, the uptake of hydrogen had ended. The mixture was kept under the reaction conditions for a further 30 minutes. After cooling, letting down the hydrogen and removing the catalyst, the solvent was distilled off. Crude 2-amino-6-chlorophenyl-isopropylsulfane was already obtained as a 99% pure product (GC) which contained only 0.2% of 2-aminophenyl-isopropylsulfane (formed by dechlorination) and only 0.3% of m-chloroaniline (formed by desulfurization). The yield was 34.5 g.

後処理

  1. washAfter rinsing with nitrogen, 70 bar of hydrogen
  2. temperatureThe hydrogen pressure was increased to 80 bar
  3. customThe mixture was kept under the reaction conditions for a further 30 minutes
  4. temperatureAfter cooling
  5. customremoving the catalyst
  6. distillationthe solvent was distilled off

出典と根拠

ORDレコード
ord-882c40b6950644b090fbbb8efdcdb21e
出典データセット
uspto-grants-1999_02
特許番号
US05872300

反応ノート

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