Production of methylene-cycloamines

Details Production of methylene-cycloamines Production of methylene-cycloamines

1979-07-19

1980-12-30

Berch, Mark L.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

260239B, 2603268, 26032687, 2603262, 546192, 546230, 546232, 26032647, 26032662, C07D20506, C07D21170, C07D20720, C07D22304

Patent

active

042422612

ABSTRACT:
This invention provides an improved process for producing methylene-cycloamines as exemplified by 1-isopropyl-3-diphenylmethyleneacetidine: ##STR1## In accordance with the invention process, the above illustrated methyleneazetidine compound is synthesized by (1) reacting .alpha.,.alpha.-diphenyl-.alpha.-(1-isopropyl-3-azetidinyl) acetamide with bromine and alkali metal alkoxide under modified Hofmann Rearrangement conditions to form a carbamate intermediate, and (2) heating the carbamate intermediate in an acidic medium to yield the 1-isopropyl-3-diphenylmethyleneazetidine product.
This illustrated 3-methyleneazetidine compound is characterized by a combination of pharmacological properties which are indicative of utility as a mood elevating therapeutic agent for relieving the symptoms of depression in humans.

REFERENCES:
patent: 4133881 (1979-01-01), Cale, Jr. et al.

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