Nitric Acid → (S)-sertaconazole nitrate

Participants

Reaction Steps

2.35 mg (5.37 mmol) of (S)-(+)-1-[2-(7-chlorobenzo[b]thiophen-3-yl-methoxy)-2-(2,4-dichlorophenyl )-ethyl]-2H-imidazole are dissolved in 17 ml of 96% ethanol. 3 ml of water are added and heated at a temperature between 35 and 40° C. To the obtained solution, 0.61 ml of 60% nitric acid (8.06 mmol, 1.5 eq.) are added. Then 13 ml of water are added and cooled first at room temperature and thereafter at 10° C. for 1 hour. The formed solid is filtered, washed twice with 10 ml of water and dried at vacuum for 24 hours to give 2.65 g (R=98.5%) of (S)-(+)-1-[2-(7-chloro-benzo[b]thiophen-3-yl-methoxy)-2-(2,4-dichlorophenyl)-ethyl]imidazole mononitrate.

Provenance & Evidence