Water → HCID 22162232, compound

HRID 979220Notes

Reaction equation

HRID 979220 reaction equation
[OH-].[Na+].O.[C:4]([NH:7][C:8]1[CH:16]=[C:15]2[C:11]([CH2:12][C:13](=[O:17])[NH:14]2)=[CH:10][CH:9]=1)(=[O:6])[CH3:5].[CH:18](=O)[CH:19](C)[CH3:20]>C(O)C>[C:4]([NH:7][C:8]1[CH:16]=[C:15]2[C:11]([C:12](=[C:19]([CH3:20])[CH3:18])[C:13](=[O:17])[NH:14]2)=[CH:10][CH:9]=1)(=[O:6])[CH3:5]

Participants

6

Reactant 4

HCID 962WaterHCID 6561IsobutyraldehydeHCID 14798Sodium HydroxideHCID 2749839N-(2-Oxoindolin-6-yl)acetamide

Product 1

HCID 22162232HCID 22162232, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 1.9 g. sodium hydroxide in 2 ml. water is added dropwise to a suspension of 9 g. (0.047 mol) 6-acetamidoindolin-2-one in 50 ml. ethanol containing 3.4 g. (0.047 mol) isobutyraldehyde. After about 5 hours, the reaction mixture is evaporated to dryness and the residue is purified on silica gel (elution agent: methylene chloride/ammonia-saturated methanol). Yield: 7.6 g. (65% of theory) of foam; m.p. 93° C.

Workup

  1. customthe reaction mixture is evaporated to dryness
  2. customthe residue is purified on silica gel (elution agent: methylene chloride/ammonia-saturated methanol)

Sources & evidence

ORD record
ord-b8cf68ebc76a472aa9888e175f26d173
Source dataset
uspto-grants-1987_05
Patent number
US04666923

Reaction notes

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