Heterocycles from 2-Amino-4-[3,4,5-trimethoxy-phenyl]-Naphtho[2,1-b]-4H-pyran-3-carbonitrile

The TITLE compound 1 was prepared and subjected to react with different electrophilic reagents such as phenyl isothiocyanate, benzoyl chloride, 2-cyanocinnamonitrile, ethoxymethylenediethyl- malonate, formamide and carbon disulphide to give the naphtha-pyranopyrimidine derivative 3, naphtha [2,1-b]-4H-pyran derivative 7-9, naphtha [2,1-b]-4H-pyranopyrimidine 10 and naphtha [2,1-b]-4H-pyrano-1,3-thiazine derivative 11, respectively. Treatment of 3 with ethyl bromoacetate and hydrazine hydrate afforded 4 and 5. The hydrazine derivative 5 reacted with benzoylacetone and yielded the pyrazole derivative 6. The IR, [1]H-NMR and Mass spectra of the synthesized compounds were discussed