Phosgene → 8-chlorodibenz[b,f][1,4]oxazepin-10(11H)carbonyl chloride

Participants

Reaction Steps

8-Chlorodibenz[b,f][1,4]-oxazepine-10(11H)-carbonyl chloride is synthesized in the manner described in U.S. Pat. No. 3,534,019: Phosgene (13 g, 131.4 mmol) in toluene (45 g) is stirred for 2 hours at 5°-10° C. and then diethyl ether (70 g) is added. This is followed by the addition of a solution of 8-chloro-10,11-dihydrodibenz[b,f][1,4]oxazepine (18.9 g, 81.6 mmol), prepared in the manner described in Example 1, and triethylamine (7.2 g, 9.92 mL, 71.2 mmol) in diethyl ether (140 g). After the addition is complete, the mixture is stirred for 2 hours, and then is filtered. The solvent is then evaporated from the filtrate, and the resulting residue is recrystallized from hexane, giving 8-chlorodibenz[b,f][1,41oxazepine-10(11H)-carbonyl chloride.

Provenance & Evidence