Sodium ethoxide → HCID 86756058, compound

Participants

Reaction Steps

An ice-cooled suspension of 50 g (215 mmol) of ethyl 4-chloro-2-methylthiopyrimidine-5-carboxylate in 300 ml of ethanol was treated dropwise with a solution of sodium ethoxide (prepared from 5.1 g (222 mg.atom) of sodium and 300 ml of ethanol). After 1 hour the mixture was evaporated and the residue partitioned between 400 ml of dichloromethane and 400 ml of water. The organic phase was dried over magnesium sulfate, filtered and evaporated to give 48 g (92%) of ethyl 4-ethoxy-2-methylthiopyrimidine-5-carboxylate as a colorless oil. [Mass spectrum (ESI) MH+ =243].

Provenance & Evidence