Synthesis with nitriles: synthesis of some new mercaptopyridazine, mercaptopyridazino[1,6-a]quinazoline and thiophene derivatives.
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.
Al-Sheikh
Mariam A
MA
Chemistry, Girls College of Education, Jeddah, P. O. Box 138016, Jeddah 21323, Kingdom of Saudi Arabia. r1425@hotmail.com
D015394:Molecular Structure; D009570:Nitriles / Q000737:chemistry*; D011724:Pyridazines / Q000138:chemical synthesis* / Q000737:chemistry; D011799:Quinazolines / Q000138:chemical synthesis* / Q000737:chemistry; D013876:Thiophenes / Q000138:chemical synthesis* / Q000737:chemistry
D009570:Nitriles; D011724:Pyridazines; D011799:Quinazolines; D013876:Thiophenes