Cyclization of Ethyl 2-[Cyano(4,6-dimethylpyrimidin-2-yl)amino]acetate

Ethyl 2-[cyano(4,6-dimethylpyrimidin-2-yl)amino]acetate reacted with morpholine, piperidine, and acid hydrazides to give the corresponding imidazolin-4-one derivatives. Cyclization of the title compound in the presence of sulfuric acid afforded 2-iminooxazolin-5-one derivative. The latter rearranged into imidazolidine-2,4-dione by the action of potassium cyanate, and its acylation involved the imino nitrogen atom.

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Journal
Russian Journal of Organic Chemistry
Published
2025-03-01
DOI
https://doi.org/10.1134/s1070428024604667
Primary Topic
Synthesis and Characterization of Heterocyclic Compounds
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article
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article

Cyclization of Ethyl 2-[Cyano(4,6-dimethylpyrimidin-2-yl)amino]acetate

A. K. Shiryaev, Vadim A. Shiryaev, M. S. Krasavina
Russian Journal of Organic Chemistry
Synthesis and Characterization of Heterocyclic Compounds
article

Cyclization of Ethyl 2-[Cyano(4,6-dimethylpyrimidin-2-yl)amino]acetate

A. K. Shiryaev, Vadim A. Shiryaev, M. S. Krasavina
article en

Abstract

Ethyl 2-[cyano(4,6-dimethylpyrimidin-2-yl)amino]acetate reacted with morpholine, piperidine, and acid hydrazides to give the corresponding imidazolin-4-one derivatives. Cyclization of the title compound in the presence of sulfuric acid afforded 2-iminooxazolin-5-one derivative. The latter rearranged into imidazolidine-2,4-dione by the action of potassium cyanate, and its acylation involved the imino nitrogen atom.

Russian Journal of Organic ChemistryVol. 61(3)
Samara State Technical University (RU)
Openalex Percentile: Top 93%
Synthesis and Characterization of Heterocyclic Compounds
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Cyclization of Ethyl 2-[Cyano(4,6-dimethylpyrimidin-2-yl)amino]acetate — A. K. Shiryaev, Vadim A. Shiryaev, et al. · Russian Journal of Organic Chemistry (2025) | TGRS Research Map | TGRS