Hydrogen Peroxide → HCID 54353810, compound

Participants

Reaction Steps

A mixture of 66.1 g of ethyl 3-amino-3-ethoxyacrylate and 300 ml of diethyl ether was stirred in a 500 ml flask during the addition of 60.5 g of phenoxycarbonylisothiocyanate. A solution of 38.3 ml of 33% hydrogen peroxide (11.5 g of active H2O2) in 300 ml of ethanol was added to the reaction mixture at a rate sufficient to maintain uniform reflux. The reaction mixture was allowed to stand at ambient temperature over a weekend. The precipitate was collected by filtration and dried. The filter cake was recrystallized from 1400 ml of 1:1 acetonitrile:water to yield 44.1 g of phenyl (3-ethoxy-4-ethoxycarbonyl-5-isothiazolyl)carbamate, mp 130° (decomposes). The ir spectrum was consistent with the assigned structure.

Provenance & Evidence