Studies on Thiazolopyridines. Part 5. Synthesis of Hitherto Unknown Thiazolinone and Thiazolo[3,2-a]pyridine Derivatives Having in Their Structure the Morpholin-4-yl Moiety

Autor:	R. Q. Lamphon, Mohamed H. Helal, M. M. Khafagy, Mohamed S. A. El-Gaby, H. A. Eyada, G. A. M. El-Hag Ali, A. A. El-Maghraby
Rok vydání:	2004
Předmět:	Formic acid Thiazoline Organic Chemistry General Medicine Biochemistry Medicinal chemistry Inorganic Chemistry chemistry.chemical_compound chemistry Molar ratio Morpholine Yield (chemistry) Pyridine Organic chemistry Moiety Piperidine Malononitrile
Zdroj:	ChemInform. 35
ISSN:	1522-2667 0931-7597
Popis:	Condensation of thiazolinone 1 with benzaldehydes 2a, b in ethanolic piperidine afforded the methylidene derivatives 3a, b. Cyclocondensation of compound 3b with malononitrile furnished the novel thiazolo[3,2-a]-pyridine 5. Also, compound 3b was condensed with dimethylformamide-dimethylacetal (DMF-DMA) and triethylortho-formate to yield N,N-dimethylamino 6 and ethoxymethylene 7 derivatives respectively. The novel thiazolo[3,2-a]pyridines 10a, b were obtained by cyclocondensation of compounds 3a, b with benzylidene-malononitriles 8a, b. Similarly, cyclocondensation of compound 3b with benzylidenemalononitrile 11 afforded the thiazolopyridines 12a–c. Ternary condensation of compound (12), 4-morpholinobenzaldehyde 2b and malononitrile (1:1:1 molar ratio) produced the thiazolopyridines 14a–c. When compound 10b was subjected to react with malononitrile in dioxane/piperidine under reflux the novel condensed heterocyclic system 18 was obtained. Treatment of ortho-aminocarbonitrile 10b with formic acid, aromatic ...
Databáze:	OpenAIRE
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