Synthesis of 3a,4,6a-triphenylimidazothiazoledione and 2-thioxo-3a,6,6a-triphenylimidazooxazolone in the reaction of 5-hydroxy-1,4,5-triphenyl-1H-imidazol-2(5H)-one with KSCN and AcOH

IF 1.7 4区化学 Q3 CHEMISTRY, MULTIDISCIPLINARY

Russian Chemical Bulletin Pub Date : 2024-10-26 DOI:10.1007/s11172-024-4391-7

V. V. Baranov, M. M. Antonova, S. A. Aksenova, A. N. Kravchenko

引用次数: 0

Abstract

The study of the reaction of 5-hydroxy-1,4,5-triphenyl-1H-imidazol-2(5H)-one with KSCN and AcOH showed that it leads to the formation of 3a,4,6a-triphenyltetrahydro-2H-imidazo[4,5-d]thiazole-2,5(3H)-dione (1a) and 2-thioxo-3a,6,6a-triphenyltetrahydro-2H-imidazo[4,5-d]oxazol-5(3H)-one (2b) with the predominant formation of the former one. The structures of compounds 1a and 2b were confirmed by X-ray diffraction analysis on the examples of solvate 1a • AcOH and monohydrate 2b • H₂O obtained by crystallization from AcOH and a mixture of EtOH—H₂O (1: 10), respectively.

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在 5-羟基-1,4,5-三苯基-1H-咪唑-2(5H)-酮与 KSCN 和 AcOH 的反应中合成 3a,4,6a-三苯基咪唑噻唑二酮和 2-硫酮-3a,6,6a-三苯基咪唑恶唑酮

对 5-羟基-1,4,5-三苯基-1H-咪唑-2(5H)-酮与 KSCN 和 AcOH 反应的研究表明，该反应会生成 3a,4,6a-三苯基四氢-2H-咪唑并[4、5-d]噻唑-2,5(3H)-二酮 (1a) 和 2-硫酮-3a,6,6a-三苯基四氢-2H-咪唑并[4,5-d]恶唑-5(3H)-酮 (2b)，其中主要生成前者。通过对从 AcOH 和 EtOH-H2O 混合物（1:10）中结晶得到的溶解物 1a - AcOH 和一水合物 2b - H2O 进行 X 射线衍射分析，证实了化合物 1a 和 2b 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.