Ammonia → HCID 12687106, compound

Participants

Reaction Steps

The mixture of 3.4 g of 9-chloro-2-fluoro-10,11-dihydro-11-oxo-dibenzo[b,f]thiepin, 2.1 g of copper cyanide, 0.2 g of anhydrous copper sulfate and 50 ml of N-methyl pyrrolidone was heated at 200°-210° C. overnight. After cooling, to the reaction mixture were added 10 ml of conc. aqueous ammonia and 100 ml of water and the resulting mixture was extracted with benzene. The benzene layer thus obtained was washed with water, dried over anhydrous sodium sulfate and the solvent was distilled off. The resulting residue was chromatographed over silica gel, and eluted with chloroform and benzene. There was obtained from benzene eluate 0.3 g of 9-cyano-2-fluoro-10,11-dihydro-11-oxo-dibenzo[b,f]thiepin as yellow needles having a melting point of 174°-175° C.

Provenance & Evidence