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Interaction of 5-(Morpholin-4-Yl)-2-(4-Phthal-Imidobutyl)- and 5-(Morpholin-4-Yl)-2-(5-Phthal-Imidopentyl)-1,3-Oxazole-4-Carbonitriles with Hydrazine Hydrate

Authors :
Volodymyr Brovarets
O. V. Shablykin
S. A. Chumachenko
Source :
Chemistry of Heterocyclic Compounds. 50:1727-1730
Publication Year :
2015
Publisher :
Springer Science and Business Media LLC, 2015.

Abstract

5-Morpholino-1,3-oxazole-4-carbonitriles bearing 4-phthalimidobutyl or 5-phthalimidopentyl substi-tuent at position 2 of the oxazole ring were synthesized. Upon reaction with hydrazine hydrate, 5-(morpholin-4-yl)-2-(4-phthalimidobutyl)-1,3-oxazole-4-carbonitrile formed the recyclization product (3-amino-5,6,7,8-tetrahydroimidazo[1,2-a]pyridin-2-yl)(morpholin-4-yl)methanone, whereas for 5-(morpholin-4-yl)-2-(5-phthalimidopentyl)-1,3-oxazole-4-carbonitrile, the reaction stops at the stage of 2-(5-aminopentyl)-5-(morpholin-4-yl)-1,3-oxazole-4-carbonitrile after removal of the phthalimido protecting group.

Details

ISSN :
15738353 and 00093122
Volume :
50
Database :
OpenAIRE
Journal :
Chemistry of Heterocyclic Compounds
Accession number :
edsair.doi...........9b5f1ca8a79d94a3d6f37ed8bd36fc0e
Full Text :
https://doi.org/10.1007/s10593-015-1644-2