The reported structures of reaction products of enaminones with malononitrile in ethanolic piperidine are revised. A novel route to 2,3-dihydropyridazine-4-carboxylic acids 4a-c via reactions of 2-cyano-5-(dimethylamino)-5-arylpenta-2,4-dienamides 8a-c with nitrous acid or with benzenediazonium chloride is reported. Compounds 8a-c are converted to 1,2-dihydropyridine-3-carboxylic acid and 1,2-dihydropyridine-3-carbonitrile derivatives upon reflux in EtOH/ HCl and in AcOH.

Heteroaromatic amines react with 1-substituted 3-dimethylaminopropanones, with enaminones and with cinnamonitriles to yield azolopyrimidines or azolopyridines.

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Fused pyrimidine derivatives R 0515Studies with Functionally Substituted Enamines: Synthesis of 2-Aroyl-3-dimethylamino-2-propenenitrile and Their Reactivity Toward Nitrogen Nucleophiles.-A facile and efficient synthesis of propenenitriles (IV) and their use as building blocks for some pyrazolopyrimidine and imidazopyrimidine derivatives are described.-(AL-QALAF, F.; ABDELKHALIK*, M. M.; AL-ENEZI, A.; AL-AJMI, J. R.; Heterocycles 75 (2008) 1, 145-156; Dep. Chem., Fac. Technol. Stud., Public Auth. Appl. Educ. Train., 13092 Safat, Kuwait; Eng.) -M. Bohle 22-163

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