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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

Received: 17 July 2008; in revised form: 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 which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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MDPI and ACS Style

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.

AMA Style

Al-Sheikh MA. Synthesis with Nitriles: Synthesis of Some New Mercaptopyridazine, Mercaptopyridazino[1,6-a]quinazoline and Thiophene Derivatives. Molecules. 2008; 13(11):2750-2757.

Chicago/Turabian Style

Al-Sheikh, Mariam A. 2008. "Synthesis with Nitriles: Synthesis of Some New Mercaptopyridazine, Mercaptopyridazino[1,6-a]quinazoline and Thiophene Derivatives." Molecules 13, no. 11: 2750-2757.


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