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Reaction of 1,3‐dicarbonyl compounds with o ‐phenylenediamine or 3,3′‐diaminobenzidine in water or under solvent‐free conditions via microwave irradiation
Author(s) -
Wang ZhongXia,
Qin HuaLi
Publication year - 2005
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.5570420540
Subject(s) - chemistry , microwave irradiation , solvent , ethyl acetoacetate , irradiation , o phenylenediamine , microwave , nuclear chemistry , medicinal chemistry , reaction conditions , organic chemistry , catalysis , physics , quantum mechanics , nuclear physics
Reaction of ophenylenediamine with β‐diketones or β‐ketoesters in water formed 2‐substituted benzimi‐dazoles. Reaction of 3,3′‐diaminobenzidine gave similar results. Under microwave irradiation conditions solvent‐free reaction of o ‐phenylenediamine with β‐ketoesters afforded l,5‐benzodiazepin‐2‐one derivatives. An exception is the reaction of o ‐phenylenediamine with ethyl acetoacetate under microwave irradiation, which gave 2‐methylbenzimidazole.