苯 → 1-(2-Amino-4-chlorophenyl)-5-chloroindoline hydrochloride ethanolate

HRID 4004

反应方程式

HRID 4004 反应方程式
[Cl:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[N:7]([C:11]1[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][C:12]=1[N+:18]([O-])=[O:19])[CH2:6][CH2:5]2.[CH:21]1[CH:26]=CC=CC=1>[Pt].C(O)C>[CH2:26]([O-:19])[CH3:21].[ClH:1].[NH2:18][C:12]1[CH:13]=[C:14]([Cl:17])[CH:15]=[CH:16][C:11]=1[N:7]1[C:8]2[C:4](=[CH:3][C:2]([Cl:1])=[CH:10][CH:9]=2)[CH2:5][CH2:6]1

参与物

5

反应物 2

HCID 241苯HCID 138233265-Chloro-1-(4-chloro-2-nitrophenyl)indoline

产物 1

HCID 867414801-(2-Amino-4-chlorophenyl)-5-chloroindoline hydrochloride ethanolate

试剂、催化剂与溶剂 2

HCID 23939铂催化剂HCID 702乙醇溶剂

实验过程

A Parr bottle, charged with 12.4 g (0.040 mole) of 5-chloro-1-(4-chloro-2-nitrophenyl)indoline of Example 8a, 100 ml of benzene, 100 ml of absolute ethanol and 0.5 g of 1% Pt/C was shaken under an initial hydrogen pressure of 57 psig until uptake ceased. The catalyst was then removed by filtration and the filtrate was concentrated in vacuo to an oil weighing 11.2 g (100%). This was dissolved in 30 ml of ethanol and then 30 ml of ether saturated with hydrogen chloride was added. An additional 500 ml of plain ether was added, and the mixture was stirred at 0° C., to maximize precipitation. The hydrochloride salt was collected, dried, and found to weigh 9.2 g (73%), m.p. 174°-178° C. Recrystallization from ethanol (charcoal) afforded 1-(2-amino-4-chlorophenyl)-5-chloroindoline hydrochloride ethanolate in 58% overall yield, m.p. 177°-180° C.

后处理

  1. customThe catalyst was then removed by filtration
  2. concentrationthe filtrate was concentrated in vacuo to an oil
  3. dissolutionThis was dissolved in 30 ml of ethanol
  4. addition30 ml of ether saturated with hydrogen chloride was added
  5. additionAn additional 500 ml of plain ether was added
  6. stirringthe mixture was stirred at 0° C.
  7. customprecipitation
  8. customThe hydrochloride salt was collected
  9. customdried
  10. customRecrystallization from ethanol (charcoal)

来源与证据

ORD记录
ord-0d50972b8c6f417dabdfd558c12a27e4
来源数据集
uspto-grants-1988_02
专利号
US04723007

关联笔记

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