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.
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 8, pp. 1238–1247, August, 2011.
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Chumachenko, S.A., Shablykin, O.V., Vasilenko, A.N. et al. Synthesis and some properties of 5-alkylamino-2-(phthalimidoalkyl)-1,3-oxazole-4-carbonitriles. Chem Heterocycl Comp 47, 1020–1028 (2011). https://doi.org/10.1007/s10593-011-0869-y
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DOI: https://doi.org/10.1007/s10593-011-0869-y