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Utility of p‐ phenylenediformamidine in the synthesis of bisazoles and phenanthroline
Author(s) -
AlMousawi Saleh M.,
Elassar AbdelZaher A.
Publication year - 2009
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.157
Subject(s) - chemistry , malononitrile , hydrazine (antidepressant) , dimethylformamide , hydrate , methylene , acetal , microwave irradiation , phenanthroline , organic chemistry , medicinal chemistry , combinatorial chemistry , catalysis , chromatography , solvent
Abstractp‐ Phenylenediformamidine 1 is readily obtained upon treating p‐ phenylenediamine with dimethylformamide dimethyl acetal (DMFDMA) by heating or by microwave irradiation. Compound 1 was treated with active methylene nitriles followed by hydrazine hydrate derivatives to give bisaminopyrazole derivatives. Other bisazoles can be obtained by reacting 1 with aminoazole derivatives. Cyclization of Bis [2‐( p ‐phenelyeneimino)malononitrile] to 1,10‐diaminophenanthroline‐2,9‐dicarbonitrile is also reported. J. Heterocyclic Chem., (2009).