An efficient synthesis of 6‐fluoronalidixic acid and its conversion to enoxacin | Zendy

Sanchez Joseph P. | Zendy; Rogowski John W. | Zendy

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An efficient synthesis of 6‐fluoronalidixic acid and its conversion to enoxacin

Author(s) -

Sanchez Joseph P.,

Rogowski John W.

Publication year - 1987

Publication title -

journal of heterocyclic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.321

H-Index - 59

eISSN - 1943-5193

pISSN - 0022-152X

DOI - 10.1002/jhet.5570240139

Subject(s) - chemistry , enoxacin , piperazine , carboxylic acid , combinatorial chemistry , antibacterial agent , ethyl ester , organic chemistry , stereochemistry , antibiotics , biochemistry , norfloxacin , ciprofloxacin

1‐Ethyl‐6‐fluoro‐1,4‐dihydro‐7‐methyl‐4‐oxo‐1,8‐naphthyridine‐3‐carboxylic acid ( 8 ) has been prepared in large quantities by a highly efficient process. It has in turn been degraded to give 7‐chloro‐1‐ethyl‐6‐fluoro‐1,4‐dihydro‐4‐oxo‐1,8‐naphthyridine‐3‐carboxylic acid ( 11 ). This intermediate has been reacted with piperazine to give the known antibacterial agent, enoxacin ( 12 ).

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