Triethylamine → 3-(5-Chloro-2-methylphenyl)-1-methyl-2-thioxo-imidazolidin-4-one

Participants

Reaction Steps

A mixture of sarcosine ethyl ester hydrochloride (7.68 g), 5-chloro-2-methylphenyl-isothiocyanate (9.18 g), triethyl amine (12 g) and chloroform (200 mL) was heated at reflux for 5 hours. The mixture was cooled to ambient temperature, washed with 1N HCl (2×200 mL), then with water (200 mL) The organic phase was evaporated to dryness. The residue was crystallized from ethanol to give the title compound (9.2 g) as a tan solid, m.p. 132°-134° C. Anal. Calcd. for C11H11Cl N2O S: C, 51.87; H, 4.35; N, 11.00. Found: C, 51.79; H, 4.12; N, 10.73. Mass spectrum (El, M.+) m/z 254/256.

Provenance & Evidence