Intermediates for preparing 1,8-bridged 4-quinolone-3-carboxylic

Details Intermediates for preparing 1,8-bridged 4-quinolone-3-carboxylic Intermediates for preparing 1,8-bridged 4-quinolone-3-carboxylic

1989-03-30

1990-09-18

Shah, Mukund J.

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

Organic compounds

Carboxylic acid esters

560 29, 560 42, 560434, 560463, 560465, C07C21922, C07C21528

Patent

active

049580450

ABSTRACT:
A process for the preparation of a 1,8-bridged 4-quinolone-3-carboxylic acid of the formula ##STR1## comprising in a first reaction step reacting an enamine of the formula ##STR2## in an anhydrous, aprotic solvent with one equivalent of a base, at a temperature from 80.degree. C. to 180.degree. C., to give a 4-quinolone-3-carboxylic acid derivative of the formula ##STR3## and, in a second reaction step, reacting that with another equivalent of a base, to give the 1,8-bridged 4-quinolone-3-carboxylic acid derivative of the formula (I) and optionally converting the group Y into a carboxyl group or salt thereof. Both steps may be effected simultaneously in a one-pot process without intermediate isolation of the compound II. Some of the compounds are new. The old and new compounds are antibacterials and promote animal growth.

REFERENCES:
patent: 4284629 (1981-08-01), Grohe et al.
patent: 4571346 (1986-07-01), Hutt et al.
patent: 4777253 (1988-10-01), Mutscher et al.

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