Hydrazine hydrate (1:1) → 2-Ethyl-1H-imidazole-1-acetic acid hydrazide

HRID 1786188Notes

Reaction equation

HRID 1786188 reaction equation
C(O[C:4](=[O:13])[CH2:5][N:6]1[CH:10]=[CH:9][N:8]=[C:7]1[CH2:11][CH3:12])C.O.[NH2:15][NH2:16]>C(O)CCC>[CH2:11]([C:7]1[N:6]([CH2:5][C:4]([NH:15][NH2:16])=[O:13])[CH:10]=[CH:9][N:8]=1)[CH3:12]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 61345551HCID 61345551, compound

Product 1

HCID 499491562-Ethyl-1H-imidazole-1-acetic acid hydrazideYield 94%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

As described for example 112a, (2-ethyl-imidazol-1-yl)-acetic acid ethyl ester in butanol was reacted with hydrazine hydrate (1.2 equivalents) at 100° C. for 6 h. Evaporation of all volatiles and crystallization from methanol/diisopropylether afforded the title compound as a white solid (yield: 94%). MS: m/e=169.3 [M+H]+.

Workup

  1. customEvaporation of all volatiles and crystallization from methanol/diisopropylether

Sources & evidence

ORD record
ord-0e0afe34ff914098b8cee6118339d5a9
Source dataset
uspto-grants-2009_03
Patent number
US07507729B2

Reaction notes

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