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A Simple Green Protocol for the Condensation of Anthranilic Hydrazide with Cyclohexanone and N ‐Benzylpiperidinone in Water
Author(s) -
Miklós Ferenc,
Fülöp Ferenc
Publication year - 2016
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.1844
Subject(s) - chemistry , cyclohexanone , hydrazide , anthranilic acid , aqueous solution , condensation , organic chemistry , catalysis , physics , thermodynamics
An environmentally benign condensation of anthranilic hydrazide with cyclohexanone or N ‐benzylpiperidin‐4‐one in aqueous medium has been developed for the synthesis of benzoylhydrazones A. The thermal rearrangements of hydrazones A yielded 3′‐aminospiro‐quinazolinones B. When A or B was reacted repeatedly with cyclohexanone or N ‐benzylpiperidin‐4‐one, spiroquinazoline‐hydrazones C were formed. From aqueous suspensions, products could be isolated in high purity by simple filtration.