The Hantzsch amide derivatives 1 are prepared by reaction of a mixture of
two moles of benzoylacetone, aqueous ammonia and aromatic aldehydes. Also, the
reaction of benzoylacetone with a mixture of urea or thiourea and aromatic
aldehydes afforded pyrimidine derivatives 2a-h. Pyridinethione derivative 3 was
reacted with α–haloketones and α–halonitriles 4a-e
to afford the S-alky- lated derivatives 5a-e which cyclized into 6b-e and 7.
Reactions of compound 7 with glacial acetic acid/acetic anhydride gave 8 which
led to 9a and 9b on treatment with ammonium acetate/acetic acid and aniline.
Also, treatment of 7 with formamide, hydrazine hydrate and benzoyl
isothiocyanate afforded 10, 11 and 13. Reactions of 3 with arylidenemalononitrile
14 in ethanolic triethylamine yielded 1:1 addact 17a-c.
Cite this paper
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