Hydrochloric Acid → HCID 86738859, compound

HRID 851118Notes

Reaction equation

HRID 851118 reaction equation
[CH:1]([N:14]1[CH2:19][CH2:18][N:17]([CH2:20][CH2:21][CH2:22][N:23]2[C:33]3[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=3)[C:26](=O)[C:24]2=[O:25])[CH2:16][CH2:15]1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[ClH:34].[CH3:35][O:36][NH2:37].Cl>CO>[ClH:34].[ClH:34].[CH:1]([N:14]1[CH2:15][CH2:16][N:17]([CH2:20][CH2:21][CH2:22][N:23]2[C:33]3[C:28](=[CH:29][CH:30]=[CH:31][CH:32]=3)[C:26](=[N:37][O:36][CH3:35])[C:24]2=[O:25])[CH2:18][CH2:19]1)([C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 521874O-Methylhydroxylamine hydrochlorideHCID 12919831HCID 12919831, compound

Product 1

HCID 86738859HCID 86738859, compoundYield 121.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 1-[3-(4-benzhydryl-1-piperazinyl)propyl]isatin (1.81 g) and O-methylhydroxylamine hydrochloride (420 mg) in methanol (36 ml) was stirred for an hour at ambient temperature. After addition of 29% ethanolic hydrogen chloride (2 ml), the reaction mixture was evaporated to dryness. The residue was triturated with ethanol and then recrystallized from 90% ethanol to give pale yellow crystals of 1-[3-(4-benzhydryl-1-piperazinyl)propyl]-3-methoxyimino-2-indolinone dihydrochloride (1.65 g), mp. 191° to 196° C.

Workup

  1. customthe reaction mixture was evaporated to dryness
  2. customThe residue was triturated with ethanol
  3. customrecrystallized from 90% ethanol

Sources & evidence

ORD record
ord-c4cf0e71b9ed48ce8dd666de07ecb42c
Source dataset
uspto-grants-1983_05
Patent number
US04382934

Reaction notes

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