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Molecules 2008, 13(11), 2750-2757; doi:10.3390/molecules13112750
Article

Synthesis with Nitriles: Synthesis of Some New Mercaptopyridazine, Mercaptopyridazino[1,6-a]quinazoline and Thiophene Derivatives

Chemistry, Girls College of Education, Jeddah, P. O. Box 138016, Jeddah 21323, Kingdom of Saudi Arabia
Received: 17 July 2008 / Revised: 20 October 2008 / Accepted: 28 October 2008 / Published: 4 November 2008
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Abstract

2-(1-(4-Bromophenyl)-2-thiocyanatoethylidene)malononitrile (3) undergoes azo coupling with diazotized aromatic amines to afford arylhydrazone derivatives, which are readily cyclized to afford the corresponding 3(2H)-pyridazinimine derivatives upon reflux in aqueous NaOH. Under similar condition an o-cyanoarylhydrazone derivative was cyclized into 6H-pyridazino[1,6-a]quinazolin-6-imine, which in turn was easily transformed into 6H-pyridazino[1,6-a]quinazolin-6-one on reflux in ethanolic/HCl. Compound 3 afforded substituted 5-acetylthiophene derivatives upon reflux in AcOH/HCl mixtures.
Keywords: Thiophene; Pyridazine; Pyridazino[1; 6-a]quinazoline Thiophene; Pyridazine; Pyridazino[1; 6-a]quinazoline
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).
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Al-Sheikh, M.A. Synthesis with Nitriles: Synthesis of Some New Mercaptopyridazine, Mercaptopyridazino[1,6-a]quinazoline and Thiophene Derivatives. Molecules 2008, 13, 2750-2757.

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