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KMID : 0043319940170060411
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Archives of Pharmacal Research
1994 Volume.17 No. 6 p.411 ~ p.414
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Heterocyclic Synthesis with Nitriles: New Routes for Synthesis of Pyridazines, Pyridines and their Fused Derivtives
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Negm Abdalla-M.
Abdelrazek Fathy-M.
Elnagdi Mohamed-H.
Shaaban Lina-H.
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Abstract
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Phenylazocyanothioacetamide 1 reacts with malononitrile to afford the pyridinethione 4 which reacts with phenacylbromide to yield the pyridine-S-phenacyl derivative 6, 1 reacts with ethyl cyanoacetate to yield the pyridazine derivative, 8, and with phenacyl bromide to afford the N-phenacyl derivative 11, instead of the thiazole 10. Compound 11 afforded the pyrazolopyridine 13 on reaction with malononitrile while 10 was obtained on coupling of the thiazole 14 with diazotised aniline. Compound 10 reacts with malononitrile to afford the thizaolyl pyridazine 15. Compound 1 reacts with malononitrile dimer to afford the pyriodopyridazine derivative 17a. 1 reacts also with active methylene heterocycies to afford the pyrazolo and thiazolo-fused phridazines 20 and 23 respectively.
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KEYWORD
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Pryazolo [4, 3-b]pyridine, Pyrido [2, 3-d] pyridazine, Thiazolo [4, 5-c]-pyrida-zine
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