Dimethylformamide → HCID 13393793, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 1.3 g 3-phenyl-3-phenylmercapto-propionic acid and 4ml phosphorous oxychloride is stirred under nitrogen at 70° C. for four hours. The reaction mixture is then cooled to 4° C. with an ice bath and 4 ml dimethylformamide is added. Stirring is maintained at room temperature for five hours. After cooling with an ice bath, 30 ml of a cooled saturated sodium acetate aqueous solution is added. After a few minutes stirring, the reaction mixture is extracted with methylene chloride, the organic layer washed with a saturated sodium bicarbonate aqueous solution then with water, dried over magnesium sulfate, filtered and evaporated to dryness. The residual oil is purified by column chromatography and pure yellow 4-chloro-3-formyl-thioflav-3-ene is obtained which crystallised after a few days; m.p. 63°-65° C.

Provenance & Evidence