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Note | Regular issue | Vol 78, No. 7, 2009, pp.1815-1822
Published online, 31st March, 2009
DOI: 10.3987/COM-09-11676
Synthesis of Some Novel Bis(pyrazole), Bis(pyridine) and Bis(pyrazolo[5,1-c]-1,2,4-triazine Derivatives

Nabila A. Kheder*

*Department of Chemistry, Faculty of Science, University of Cairo, Giza 12613, Egypt

Abstract

Treatment of N,N'-(ethane-1,2-diyl)bis(cyanoacetamide) (1) with hydrazonoyl chlorides 2a,b afforded bis(aminopyrazoles) 5a,b. Heating of compound 1 with arylmethylenepropanedinitrile 9a-c afforded bis(pyridine) derivatives 13a-c. Also, compound 1 coupled smoothly with the arenediazonium salt generated from 3-chloroaniline or 5-amino-4-methyl-3-phenylpyrazole (16) to afford the corresponding hydrazones 15 or bis(pyrazolo[5,1-c]-1,2,4-triazine-3-carboxamide) 19. Refluxing of compound 1 with N,N-dimethylformamide dimethyl acetal (DMF-DMA) in xylene afforded bis(2-cyano-3-(dimethylamino)acrylamide) (20) which reacted with hydrazine hydrate to afford the novel bis(cyanoopyrazole) 23.