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

页码：785 / 791

页数：7