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Some anomalous reactions of 4‐quinolone‐5‐diazonium salts
Author(s) -
Frank Judit,
Rákóczy Piroska,
Radics Lajos,
GácsBaitz Eszter
Publication year - 1981
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.5570180528
Subject(s) - chemistry , substituent , methylenedioxy , ring (chemistry) , alkoxy group , diazonium compounds , organic chemistry , hydrolysis , medicinal chemistry , smiles rearrangement , alkyl
Abstract Diazotisation of the 5‐amino function in 6,7‐alkoxy‐l‐ethyl‐l,4‐dihydro‐4‐oxoquinoline‐3‐carboxylic acids led to various products. Dediazoniation was always accompanied by fission of the 6‐alkoxy substituent; 6,7‐methylenedioxy groups gave formaldehyde which could form a m ‐dioxino ring. Hydrolysis of the diazonium chlorides resulted in halo‐dediazoniation.