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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 8893Generated: October 26, 2026

Hexamethyldisilazane → Ethyl 1-cyclopropyl-2,5-dimethyl-1H-imidazole-4-carboxylate

https://huagongshe.com/reaction/8893

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexamethyldisilazaneHCID 13838—
ReactantAmmonium SulfateHCID 6097028—
Reactant2-Acetylamino-3-cyclopropylamino-but-2-enoic acid ethyl esterHCID 69290800—
ProductEthyl 1-cyclopropyl-2,5-dimethyl-1H-imidazole-4-carboxylateHCID 45097089—

Reaction Conditions

Temperature145 °C

Reaction Steps

Fine powdered ammonium sulfate (0.13 g, 1 mmol) was added to a suspension of Z)-2-acetylamino-3-cyclopropylamino-but-2-enoic acid ethyl ester (7.0 g, 20 mmol) and hexamethyldisilazane (50 ml, 235 mmol) and refluxed over night at 145° C. The reaction mixture was evaporated and extracted with ethyl acetate and water. The organic phase was dried over sodium sulfate and evaporated. The crude product was purified by column chromatography on silica gel (ethyl acetate/methanol 4:1) and the desired compound was obtained as a light brown solid (1.3 g, 31%), MS: m/e=209.1 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07091222B2
Source datasetuspto-grants-2006_08
ORD IDord-ac2fb617a7cc49e7926340e6ef4fdd34
Source noteuspto-grants-2006_08