Synthesis of 2-azido-4-chloro-6-phenylpyrimidine-5-carbaldehyde and its transformations in DMSO

IF 1.7 4区化学 Q3 CHEMISTRY, MULTIDISCIPLINARY

Russian Chemical Bulletin Pub Date : 2024-08-31 DOI:10.1007/s11172-024-4321-8

N. V. Aleksandrova, E. B. Nikolaenkova, Yu. V. Gatilov, V. I. Mamatyuk, V. P. Krivopalov

引用次数: 0

Abstract

2-Azido-4-chloro-6-phenylpyrimidine-5-carbaldehyde was synthesized by the Vilsmeier–Haack reaction. In DMSO, it transforms into 7-oxo-5-phenyl-4,7-dihydrotetrazolo[1,5-a]pyrimidine-6-carbaldehyde and then undergoes isomerization recyclization into 6-benzoyltetrazolo[1,5-a]pyrimidin-7(4H)-one. The structures of the obtained compounds were determined by NMR spectroscopy and X-ray diffraction.

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2-azido-4-chloro-6-phenylpyrimidine-5-carbaldehyde 的合成及其在二甲基亚砜中的转化

2-Azido-4-chloro-6-phenylpyrimidine-5-carbaldehyde 是通过 Vilsmeier-Haack 反应合成的。在二甲基亚砜中，它转化为 7-氧代-5-苯基-4,7-二氢四唑并[1,5-a]嘧啶-6-甲醛，然后经过异构化再生成 6-苯甲酰四唑并[1,5-a]嘧啶-7(4H)-酮。通过核磁共振光谱和 X 射线衍射确定了所获化合物的结构。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Russian Chemical Bulletin 化学-化学综合

CiteScore

2.70

自引率

47.10%

发文量

257

审稿时长

3-8 weeks

期刊介绍： Publishing nearly 500 original articles a year, by leading Scientists from Russia and throughout the world, Russian Chemical Bulletin is a prominent international journal. The coverage of the journal spans practically all areas of fundamental chemical research and is presented in five sections: General and Inorganic Chemistry; Physical Chemistry; Organic Chemistry; Organometallic Chemistry; Chemistry of Natural Compounds and Bioorganic Chemistry.