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Preparation of 6-Unsubstituted 3,4-Dihydropyrimidin-2(1H)-Ones and 2-(Arylamino)Pyrimidines

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Chemistry of Heterocyclic Compounds Aims and scope

The Biginelli reaction of methyl propiolate and of methyl 3-diethylaminoacrylate has yielded a novel series of 6-unsubstituted 3,4-dihydropyrimidin-2(1H)-ones. The successie oxidation of the pyrimidine ring, chlorination of the 2-oxo group, and substitution of the chlorine atom by an aromatic amine give previously unknown 2-(arylamino)pyrimidines. 2-Oxo- and 2-(arylamino)pyrimidine-5-carboxylic acids have been obtained.

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This work was carried out with the financial support of the European Fund for Regional Development (No. 2DP/2.1.1.1.0/10/APIA/VIAA/065.

The authors thank S. Belyakov for carrying out the X-ray structural analysis.

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Authors and Affiliations

  1. Latvian Institute of Organic Synthesis, 21 Aizkraukles St., Riga, LV-1006, Latvia

    S. Terentjeva, D. Muceniece & V. Lusis

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  1. S. Terentjeva
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  2. D. Muceniece
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  3. V. Lusis
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Correspondence to V. Lusis.

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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 12, pp. 1896-1909, December, 2013.

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Terentjeva, S., Muceniece, D. & Lusis, V. Preparation of 6-Unsubstituted 3,4-Dihydropyrimidin-2(1H)-Ones and 2-(Arylamino)Pyrimidines. Chem Heterocycl Comp 49, 1757–1769 (2014). https://doi.org/10.1007/s10593-014-1428-0

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