Sodium Acetate → 2-Imino-5-[[4-(2-oxopropyl)phenyl]methyl]-1,3-thiazolidin-4-one

Participants

Reaction Conditions

Reaction Steps

A mixture of ethyl 3-(4-acetonylphenyl)-2-chloropropionate, ethylene ketal (4.86 g), thiourea (1.19 g) and sodium acetate (1.29 g) in 2-methoxyethanol (25 ml) was stirred and heated at 100 ° C. for 16 h. The solvent was evaporated and the residue was diluted with 50:50 water/hexane (50 ml). The resulting solid was filtered, dried and purified by chromatography on silica gel. Elution with methanol:chloroform (4:96) gave 5-(4-acetonylbenzyl)-2-iminothiazolidine-4-one as a white solid, mp 196°-198° C.

Provenance & Evidence