Thionyl Chloride → HCID 23332599, compound

Participants

Reaction Steps

3.57 g. of 1-(2,2,2-trifluoroethyl)-3-fluoro-5-phenyl-7-chloro-2,3-dihydro-1H-1,4-benzodiazepine, obtainable from the corresponding 3-hydroxy compound by reaction with SOCl2 and then AgF, is dissolved in a mixture of 35 ml. of acetone and 20 ml. of pyridine; 1.35 g. of KMnO4 are added in portions. During the addition, the mixture is briefly boiled up after each addition until the violet color has disappeared. The mixture is then heated at 100° for 1 hour more. NaHSO3 solution is added to decompose the excess oxidizing agent and the mixture is worked up in the customary manner to give 1-(2,2,2-trifluoroethyl)-3-fluoro-5-phenyl-7-chloro-2,3-dihydro-1H-1,4-benzodiazepin-2-one.

Provenance & Evidence