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
DOI:
https://doi.org/10.1007/1995Keywords:
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-carbonitrileAbstract
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
