Diisopropyl Ether → HCID 178513789, compound

HRID 1856187Notes

Reaction equation

HRID 1856187 reaction equation
C([O:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]2[NH:17][C:18]([OH:24])=[C:19]([C:21]([NH2:23])=[O:22])[N:20]=2)=[CH:12][CH:11]=1)(=O)C1C=CC=CC=1.C[O-].[Na+].C(OC(C)C)(C)C>CO>[OH:9][C:10]1[CH:11]=[CH:12][C:13]([C:16]2[NH:17][C:18]([OH:24])=[C:19]([C:21]([NH2:23])=[O:22])[N:20]=2)=[CH:14][CH:15]=1

Participants

5

Reactant 3

HCID 7914Diisopropyl EtherHCID 10942334Sodium MethoxideHCID 178513790HCID 178513790, compound

Product 1

HCID 178513789HCID 178513789, compoundYield 86.8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a chilled suspension of 2-(4-benzoyloxyphenyl)-5-hydroxyimidazole-4-carboxamide (323 mg) in anhydrous methanol (20 ml) was added sodium methoxide (216 mg). After stirring for 5 minutes at 0°-5° C. and 15 minutes at room temperature, N-hydrochloric acid aqueous solution (4 ml) and isopropylether (30 ml) were added. The precipitated crystal was separated by filtration, washed with isopropylether and dried under vacuum to give 2-(4-hydroxyphenyl)-5-hydroxy-1H-imidazole-4-carboxamide (190 mg).

Workup

  1. customThe precipitated crystal was separated by filtration
  2. washwashed with isopropylether
  3. customdried under vacuum

Sources & evidence

ORD record
ord-e72b94b86a6d4e6b81b8c7c9e4556bfc
Source dataset
uspto-grants-1980_08
Patent number
US04218457

Reaction notes

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