SYNTHESIS OF SOME NOVEL THIAZOLE, AMINOTHIOPHENE, PYRIDINE, CHROMENE AND CHROMENOPYRIDINE DERIVATIVES

The behavior of intermediate 7 towards some α-halogenated compounds has been investigated to synthesize some novel thiophene and thiazole derivatives 9, 11, 12,14, and 15. Upon reacting 2-cyano-N'-(3, 4-dihydronaphthalen-1(2H)-ylidene) acetohydrazide (6) with acetylacetone, arylidenemalononitriles and/or CH3CHO/CH2(CN)2 afforded 2-pyridone derivatives 16,17 and 21. Treatment of compound 6 with DMF-DMA afforded N,N-dimethylaminomethylene derivative 22 which reacts with hydrazine hydrate to give α-tetraloneazine (23). Cyclocondensation of 6 with o-hydroxyacetophenone, dibromosalicyaldehyde and/or 2-hydroxyna-phthaldehyde produced chromene derivatives 26, 28a,b and 29.Treatment of 28a with CH2(CN)2 gave chromeno[3,4-c]-pyridine derivative 31.