Piperazino substituted coumarin derivatives

Details Piperazino substituted coumarin derivatives Piperazino substituted coumarin derivatives

1971-07-27

1976-05-25

Rollins, Alton D.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

424250, C07D40510, C07D40506

Patent

active

039592812

ABSTRACT:
The present invention relates to new coumarin compounds useful as coronary dilators and having the formula ##SPC1##
Or the hydrochloric acid addition salts thereof, and to methods of preparing same either by acylating, in the presence of acid-binding agents, if desired, coumarin derivatives having the formula ##SPC2##
With acylating agents selected from the group consisting of alkoxybenzoic acid having the formula ##SPC3##
And functional derivatives thereof, or by condensing, in the presence of acid-binding agents, if desired, coumarin derivatives having the formula ##SPC4##
With an amine having the formula RH, wherein R is piperazino which is free of acyloxy groups and is bound via a nitrogen atom; R.sub.1 is selected from the group consisting of alkyl radicals having 1-4 carbon atoms and phenyl; R.sub.2 is selected from the group consisting of 5,7-, 6,7- and 7,8-positioned alkoxy groups having 1-4 carbon atoms; R.sub.3 is selected from alkoxy groups having 1-4 carbon atoms; R.sub.4 is selected from the group consisting of chlorine and bromine; R' is piperazino which is free of hydroxy groups and is bound via a nitrogen group; and m is selected from the group consisting of 1, 2, and 3.

REFERENCES:
patent: 3538098 (1970-11-01), Beterle et al.
patent: 3652557 (1972-03-01), Beyerle et al.

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