CPC C07D 417/12 (2013.01) [A61P 29/00 (2018.01)] | 8 Claims |
1. A process for making (E)-7-(4-((5-((2-chlorobenzylidene)amino)-2-thioxo-1,3,4-thiadiazol-3(2H)-yl)methyl)piperazin-1-yl)-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid having the formula IV:
![]() wherein the process comprises the following steps:
(1) stirring a solution of (E)-5-((2-chlorobenzylidene)amino)-1,3,4-thiadiazole-2(3H)-thione having the formula I:
![]() and formaldehyde having the formula II:
![]() in ethanol, to obtain a first reaction mixture;
(2) adding ciprofloxacin hydrochloride having the formula III:
![]() and triethylamine to the first reaction mixture formed in step (1) above, to obtain a second reaction mixture;
(3) heating the second reaction mixture formed in step (2) above to reflux while stirring;
(4) cooling the reaction mixture formed in step (3) above to room temperature; and
(5) filtering the reaction mixture formed in step (4) above, to obtain a precipitate of (E)-7-(4-((5-((2-chlorobenzylidene)amino)-2-thioxo-1,3,4-thiadiazol-3(2H)-yl)methyl)piperazin-1-yl)-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid having the formula IV:
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