Sulfuric Acid → HCID 13022625, compound

HRID 1759322Notes

Reaction equation

HRID 1759322 reaction equation
[CH2:1]([N:5]1[C:9]([CH2:10][C:11]#N)=[C:8]([Cl:13])[N:7]=[C:6]1[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[CH2:2][CH2:3][CH3:4].[OH-:20].[Na+].S(=O)(=O)(O)[OH:23]>>[CH2:1]([N:5]1[C:9]([CH2:10][C:11]([OH:23])=[O:20])=[C:8]([Cl:13])[N:7]=[C:6]1[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 3

HCID 1118Sulfuric AcidHCID 14798Sodium HydroxideHCID 13022616HCID 13022616, compound

Product 1

HCID 13022625HCID 13022625, compound

Procedure

3.2 g of 1-n-butyl-4-chloro-2-phenyl-5-cyanomethylimidazole was heated in 18 ml of 60% sulfuric acid at 145° C. for 15 hours. The reaction solution, under cooling with ice, was made to pH 4 with 20% aqueous sodium hydroxide solution, and the deposited precipitate was recrystallized twice from 50 ml of 60% ethanol, thus yielding 2.4 g of 1-n-butyl-4-chloro-2-phenylimidazole-5-acetic acid as colorless needles, m.p. 189°-190° C.

Workup

  1. temperatureThe reaction solution, under cooling with ice
  2. customthe deposited precipitate was recrystallized twice from 50 ml of 60% ethanol

Sources & evidence

ORD record
ord-888014678a984f9e937b4dc81641f197
Source dataset
uspto-grants-1982_07
Patent number
US04340598

Reaction notes

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