Synthesis, Structure, and Conformational Analysis of N-(2,4-Dichlorophenyl)-2-[6-methyl-2,4-dioxo-3-(thietan-3-yl)-1,2,3,4-tetrahydropyrimidine-1-yl]acetamide

被引：4
作者：
Kataev, V. A. [1 ]
Mesheryakova, S. A. [1 ]
Mesheryakova, E. S. [2 ]
Tyumkina, T., V [2 ]
Khalilov, L. M. [2 ]
Lazarev, V. V. [3 ]
Kuznetsov, V. V. [3 ,4 ]
机构：
[1] Bashkirian State Med Univ, Ufa 450008, Russia
[2] Russian Acad Sci, Inst Petrochem & Catalysis, Ufa 450075, Russia
[3] Ufa State Aviat Tech Univ, Ufa 450008, Russia
[4] Ufa State Petr Technol Univ, Ufa 450062, Russia
来源：
RUSSIAN JOURNAL OF GENERAL CHEMISTRY | 2021年 / 91卷 / 05期
关键词：
6-methyl-3-(thietan-3-yl)uracil; 6-methyluracil derivatives; thietanes; computer simulation; cluster model; GAUSSIAN-BASIS SETS;
D O I：
10.1134/S1070363221050054
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The reaction of 6-methyluracil with 2-chloromethyltiiran affords 6-methyl-3-(thietan-3-yl)uracil. Its subsequent reaction with N-(2,6-dichlorophenyl)-2-chloroaceta-mide resulted in N-(2,4-dichlorophenyl)-2-[6-methyl-2,4-dioxo-3-(thietan-3-yl)-1,2,3,4-tetrahydropyrimidin-1-yl]acetamide, proved by X-ray analysis, NMR and IR spectroscopy. Computer modeling at the PBE/3 zeta, PBE/cc-pVDZ and PBE/SV(P) levels showed that its conformational behavior is determined by internal rotation of the thietanyl group both in the gas phase and in chloroform or dimethyl sulfoxide solutions.
引用
收藏
页码：785 / 791
页数：7
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