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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1160463Generated: October 31, 2026

Chloroacetone → benzyl 2-amino-4-methyl-1H-imidazole-1-carboxylate

https://huagongshe.com/reaction/1160463

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroacetoneHCID 6571—
ReactantTriethylamineHCID 8471—
ReactantHCID 178513108HCID 178513108—
SolventEthyl AcetateHCID 8857—
Productbenzyl 2-amino-4-methyl-1H-imidazole-1-carboxylateHCID 5781512322%

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of N-benzyloxycarbonylguanidine 1.93 g (10 mmol), triethylamine 1.39 ml (10 mmol), chloroacetone 2.40 ml (30 mmol) and ethyl acetate 40 ml was stirred at 50° C. for 10 hours. The reaction solution was washed with water and an aqueous sodium chloride solution and dried on magnesium sulfate. After evaporation of the solvent, the residue was purified by a column chromatography on silica gel and further recrystallized from n-hexane to give 500 mg of the title compound (yield: 22%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07816387B2
Source datasetuspto-grants-2010_10
ORD IDord-539e376ad4764f03a11c03978a6da236
Source noteuspto-grants-2010_10