Potassium Hydroxide → 2-(5-Chloro-2-ureidophenyl)acetic acid

HRID 637359Notes

Reaction equation

HRID 637359 reaction equation
C([NH:6][C:7]([N:9]1[C:17]2[C:12](=[CH:13][C:14]([Cl:18])=[CH:15][CH:16]=2)[CH2:11][C:10]1=[O:19])=[O:8])(=O)C(C)C.[OH-:20].[K+]>>[Cl:18][C:14]1[CH:15]=[CH:16][C:17]([NH:9][C:7]([NH2:6])=[O:8])=[C:12]([CH2:11][C:10]([OH:19])=[O:20])[CH:13]=1

Participants

3

Reactant 2

HCID 14797Potassium HydroxideHCID 13647652N-isobutyryl-5-chloro-2-oxindole-1-carboxamide

Product 1

HCID 136476552-(5-Chloro-2-ureidophenyl)acetic acid

Procedure

The title compound was prepared in 43% yield by hydrolysis of N-isobutyryl-5-chloro-2-oxindole-1-carboxamide with 1N potassium hydroxide, substantially according to the procedure of Preparation 1. After hydrolysis was complete and the reaction mixture was acidified, the product precipitated. It was recovered by filtration and recrystallized from ethanol to give the title compound as colorless crystals, m.p. 187.5° C. (dec.).

Workup

  1. customsubstantially according to the procedure of Preparation 1
  2. customAfter hydrolysis
  3. customthe product precipitated
  4. filtrationIt was recovered by filtration
  5. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-1be0ff2a73d942418530a63d1d7ec4fe
Source dataset
uspto-grants-1985_12
Patent number
US04556672

Reaction notes

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