Thieno[2,3-d]Pyrimidine-4-Ones. Part 5.#  Hydrogen Chloride Promoted Synthesis of  2-Substituted Thieno[2,3-d]Pyrimidine-4-Ones and their Structural Investigations

D. Kh. Akramov; B. B. Zhurayev; B. A. Urakov; B. Zh. Elmuradov

doi:10.9734/ACSJ/2016/24983

Research Article Open access CC BY 4.0

Thieno[2,3-d]Pyrimidine-4-Ones. Part 5.# Hydrogen Chloride Promoted Synthesis of 2-Substituted Thieno[2,3-d]Pyrimidine-4-Ones and their Structural Investigations

D. Kh. Akramov, B. B. Zhurayev, B. A. Urakov, B. Zh. Elmuradov

Chemical Science International Journal · pp. 1–6 · Published 27 Apr 2016

10.9734/ACSJ/2016/24983

Abstract

Synthesis of some novel 2-substituted thieno[2,3-d]pyrimidine-4-ones have been studied. It was found that in this case the 2-amino-4,5-dimethylthiophene carboxamide (1) can serve effective synthone for the synthesis 2-aryl-5,6-dimethyl-3,4-dihydrothieno[2,3-d]pyrimidine-4-ones (3-13). Interaction of amide 1 with substituted aromatic aldehydes in the presence of concentrated hydrochloric acid leads to the formation of compounds 3-13. It was impossible to isolate intermediates (2), substances with asymmetric carbon atom in position 2. It was revealed that intermediates 2 by oxidation on air easily turn into 2-arylthieno[2,3-d]pyrimidine-4-ones. The structure of synthesized compounds was confirmed by IR- and 1H NMR-spectroscopy.

Thieno[2,3-d]pyrimidine-4-ones aromatic aldehydes electrophilic addition oxidation 2-arylthieno[2,3-d]pyrimidine-4-ones

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D. Kh. Akramov, B. B. Zhurayev, B. A. Urakov, B. Zh. Elmuradov (2016). Thieno[2,3-d]Pyrimidine-4-Ones. Part 5.# Hydrogen Chloride Promoted Synthesis of 2-Substituted Thieno[2,3-d]Pyrimidine-4-Ones and their Structural Investigations. Chemical Science International Journal , 1–6. https://doi.org/10.9734/ACSJ/2016/24983

Affiliations

D. Kh. Akramov — Organic Synthesis Department, Institute of the Chemistry of Plant Substances, Uzbek Academy of Sciences, Tashkent 100170, Uzbekistan
B. B. Zhurayev — National University of Uzbekistan, Chemical Faculty, Tashkent 100195, Uzbekistan
B. A. Urakov — Organic Synthesis Department, Institute of the Chemistry of Plant Substances, Uzbek Academy of Sciences, Tashkent 100170, Uzbekistan
B. Zh. Elmuradov — Organic Synthesis Department, Institute of the Chemistry of Plant Substances, Uzbek Academy of Sciences, Tashkent 100170, Uzbekistan

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