SYNTHESIS AND SOME PROPERTIES OF 5-ALKYLAMINO-2-(PHTHALIMIDOALKYL)-1,3-OXAZOLE-4-CARBONITRILES

Abstract

5-Alkylamino-1,3-oxazole-4-carbonitriles containing a 2-phthalimidoethyl or 3-phthalimidopropyl substituent at position 2 of the oxazole ring were synthesized. In the reaction of 5-(morpholin-4-yl)-2‑(2-phthalimidoethy)l-1,3-oxazole-4-carbonitrile with hydrazine hydrate, 2-(2-aminoethyl)-5-(morpholin-4‑yl)-1,3-oxazole-4-carbonitrile is formed. In the case of the 3-phthalimidopropyl analog, the recyclization product 3-amino-2-(morpholin-4-ylcarbonyl)-6,7-dihydro-5H-pyrrolo[1,2-a]imidazole is formed.

Authors: S. A. Chumachenko, O. V. Shablykin, A. N. Vasilenko, and V. S. Brovarets

English translation in Chemistry of Heterocyclic Compounds, 2011, 47 (8), pp 1020-1028

http://link.springer.com/article/10.1007/s10593-011-0869-y