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Synthesis of new pyrazolo[4,3‐ c ]quinolin‐3‐one derivatives and some oxazolo[4,5‐ c ]quinoline‐2,4‐diones
Author(s) -
Ismaïli Lhassane,
Refouvelet Bernard,
Robert Jean François
Publication year - 1999
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.5570360323
Subject(s) - chemistry , ethyl acetoacetate , quinoline , hydrazine (antidepressant) , condensation , diethyl malonate , malonate , organic chemistry , medicinal chemistry , phosphorus , condensation reaction , catalysis , physics , thermodynamics , chromatography
The new pyrazolo[4,3‐ c ]quinolin‐3‐one derivatives 3a‐c and 6a‐c were prepared by the following three steps: first the preparation of ethyl 4‐hydroxyquinoline‐3‐carboxylate derivatives 1 and 4 by reaction of isatoic anhydrides and ethyl malonate and ethyl acetoacetate respectively, then chloration of 1 and 4 with phosphorus oxychloride to give 2 and 5 and finally the condensation of 2 and 5 with hydrazine and its derivatives. In addition, the successful synthesis of oxazolo[4,5‐ c ]quinoline‐2,4‐diones 9a‐f are reported.