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Acylation of 2-amino-5-phenyl-4-oxazolinone and 2-amino-4-imidazolinones

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The acylation of 2-amino-5-phenyl-4-oxazolinone and 2-amino-1-methyl-4-imidazolinone with acetyl chloride in benzene in the presence of triethylamine leads to the formation of 2-acetamido-5-phenyl-4-oxazolinone and 2-acetamido-1-methyl-4-imidazolinone. The acylation of 2-amino-4-imidazolinone under the indicated conditions, as well as with acetic anhydride, gives 1-acetylimidazolidine-2,4-dione. 3-Acetyl-6-methyl-2H-pyran-2,4(3H)-dione (dehydroacetic acid) is formed as a side product in the acylation of 2-amino-4-azolinones with acetyl chloride in benzene in the presence of triethylamine. The IR and PMR spectra of the compounds obtained are presented.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 5, pp. 601–604, May, 1983.

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Ramsh, S.M., Zheltonog, N.G., Shamina, L.P. et al. Acylation of 2-amino-5-phenyl-4-oxazolinone and 2-amino-4-imidazolinones. Chem Heterocycl Compd 19, 481–484 (1983). https://doi.org/10.1007/BF00514453

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  • DOI: https://doi.org/10.1007/BF00514453

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