10,11-Dihydro-5H-dibenzo[a,d]cyclohepten-5,10-imines

Details 10,11-Dihydro-5H-dibenzo[a,d]cyclohepten-5,10-imines 10,11-Dihydro-5H-dibenzo[a,d]cyclohepten-5,10-imines

1979-06-04

1980-11-04

Lee, Mary C.

Organic compounds -- part of the class 532-570 series

Organic compounds

Heterocyclic carbon compounds containing a hetero ring...

424258, 564 92, 564184, 564222, 564270, C07D48708

Patent

active

042321581

ABSTRACT:
10,11-Dihydro-5H-dibenzo[a,d]cyclohepten-5,10-imines, derivatives and pharmaceutically acceptable salts thereof are useful as antianxiety agents, as muscle relaxants and in the treatment of extrapyramidal disorders such as in Parkinson's disease. They are prepared by treatment of a 5H-dibenzo[a,d]cyclohepten-5-one with ammonia to give the 5-imine, acylation of the imine, treatment of the protected imine with an organolithium to provide the 5-substituted-5-acylamino compound, treatment with acid or base to cause ring closure to a 5-substituted-5,10-acylimino compound followed by removal of the protecting group, either hydrolytically or hydrogenolytically.

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March; Advanced Organic Chemistry;McGraw Hill, New York, 1968 pp. 331-332, 689-690.
Villani et al.; J. Het. Chem. vol. 9 pp. 1203-1207 (1972).

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