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INTERACTION OF 5-(MORPHOLIN-4-YL)-2-(4-PHTHALIMIDOBUTYL)- AND 5-(MORPHOLIN-4-YL)-2-(5-PHTHALIMIDOPENTYL)-1,3-OXAZOLE-4-CARBONITRILES WITH HYDRAZINE HYDRATE

С. А. Чумаченко, О. В. Шаблыкин, В. С. Броварец
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Abstract


5-Morpholino-1,3-oxazole-4-carbonitriles containing a 4-phthalimidobutyl or 5-phthalimidopentyl substituent at position 2 of the oxazole ring were synthesized. In the reaction of 5-(morpholin-4-yl)-2-(4-phthalimidobutyl)-1,3-oxazole-4-carbonitrile with hydrazine hydrate, the recyclization product (3-amino-5,6,7,8-tetrahydroimidazo[1,2-а]pyridin-2-yl)(morpholin-4-yl)methanone is formed. In the case of 5-(morpholin-4-yl)-2-(5-phthalimidopentyl)-1,3-oxazole-4-carbonitrile, after removing of protection phthalimide group, the reaction stopped at stage of 2-(5-aminopentyl)-5-(morpholin-4-yl)-1,3-oxazole-4-carbonitrile formation.

How to Cite
Chumachenko, S. A.; Shablykin, O. V.; Brovarets, V. S. Chem. Heterocycl. Compd. 2015, 50, 1727. [Khim. Geterotsikl. Soedin. 2015, 1877.]

For this article in the English edition see DOI 10.1007/s10593-015-1644-2


Keywords


heterocyclization; hydrazinolysis; recyclization; (3-amino-5,6,7,8-tetrahydroimidazo[1,2-а]pyridin-2-yl)(morpholin-4-yl)methanone; 2-(5-aminopentyl)-5-(morpholin-4-yl)-1,3-oxazole-4-carbonitrile

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