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Trends in Heterocyclic Chemistry   Volumes    Volume 13 
Abstract
Novel synthesis of pyrazole, bispyrazole and 2-pyridinone derivatives via cyanoacetohydrazides
Abd El-Halem M. Hussein, Fathy A. Abu-Shanab, Hamdy M. Desoky, Mohamed S. A. El-Gaby
Pages: 79 - 84
Number of pages: 6
Trends in Heterocyclic Chemistry
Volume 13 

Copyright © 2008 Research Trends. All rights reserved

ABSTRACT
 
Enaminonitriles 2a-d were obtained in good yields by treatment of compounds 1a-d with dimethylformamide-dimethylacetal (DMF-DMA) in refluxing m-xylene. Cyclocondensation of enaminonitriles 2 with hydrazine hydrate in N,N-dimethyl-formamide afforded the novel pyrazole derivatives 5a-c. Treatment of enaminonitriles 2a,b with hydrazine hydrate at room temperature yielded the novel hydrazine derivatives 4a,b which on refluxing with N,N-dimethylformamide produced the pyrazoles 5a,b. Terephthalaldehyde 6 was condensed with cyanoaceto-hydrazide 7 to yield the novel bishydrazone 8 which on treatment with dimethylformamide-dimethylacetal (DMF-DMA) followed by treatment with hydrazine hydrate afforded the novel bispyrazole 10. Ketene dithioacetal 11 was reacted with cyanoaceto-hydrazides 1 in the presence of potassium carbonate in N,N-dimethylformamide and yielded the respective pyridinone 13a-c.
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