Synthesis and Phosphonylation of 6-Methyl-4-aryl-2-thio-1,2,3,4-tetrahydropyrimidine-5-carboxylic Acids Ethyl Esters

被引：2
|
作者：
Nosova, N. A. [1 ]
Skrylkova, A. S. [2 ]
Egorov, D. M. [2 ]
机构：
[1] St Petersburg State Chem Pharmaceut Univ, St Petersburg 197376, Russia
[2] Tech Univ, St Petersburg State Technol Inst, St Petersburg 190013, Russia
来源：
RUSSIAN JOURNAL OF GENERAL CHEMISTRY | 2023年 / 93卷 / 09期
关键词：
Biginelli reaction; phosphonylation; thiazolo[3,2-a]pyrimidine; 2-thio-1,2,3,4-tetrahydropyrimidine; BIOLOGICAL-ACTIVITY; DERIVATIVES;
D O I：
10.1134/S1070363223090062
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A new series of 6-methyl-4-aryl-2-thio-1,2,3,4-tetrahydropyrimidine-5-carboxylic acids ethyl esters was synthesized. The reaction of the obtained esters with dimethyl 2-chloroethynylphosphonate leads to the selective formation of new ethyl 3-(dimethoxyphosphoryl)-5-aryl-7-methyl-5H-thiazolo[3,2-a]pyrimidine-6-carboxylates.
引用
收藏
页码：2230 / 2236
页数：7
相关论文
共 50 条
  • [31] Design, Synthesis, and Anti-HIV-1 Evaluation of a Novel Series of 1,2,3,4-Tetrahydropyrimidine-5-Carboxylic Acid Derivatives
    Sepehri, Saghi
    Soleymani, Sepehr
    Zabihollahi, Rezvan
    Aghasadeghi, Mohammad R.
    Sadat, Mehdi
    Saghaie, Lotfollah
    Memarian, Hamid R.
    Fassihi, Afshin
    CHEMISTRY & BIODIVERSITY, 2018, 15 (04)
  • [32] Synthesis and evaluation of cytotoxicity of 6-amino-4-aryl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carbonitriles
    Atapour-Mashhad, Hoda
    Soukhtanloo, Mohammad
    Massoudi, Abdolhossien
    Shiri, Ali
    Bakavoli, Mehdi
    RUSSIAN JOURNAL OF BIOORGANIC CHEMISTRY, 2016, 42 (03) : 316 - 322
  • [33] Synthesis and evaluation of cytotoxicity of 6-amino-4-aryl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carbonitriles
    Hoda Atapour-Mashhad
    Mohammad Soukhtanloo
    Abdolhossien Massoudi
    Ali Shiri
    Mehdi Bakavoli
    Russian Journal of Bioorganic Chemistry, 2016, 42 : 316 - 322
  • [34] Ethyl 4-(2,4-difluorophenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate
    Fun, Hoong-Kun
    Yeap, Chin Sing
    Babu, M.
    Kalluraya, B.
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2009, 65 : O1188 - U1025
  • [35] SYNTHESIS OF 6-ETHYL-7-ARYLOXY(THIO)METHYL-4-HYDROXY-QUINOLINE-3-CARBOXYLIC ESTERS
    SCHROTTER, E
    RADDATZ, A
    HERUDEK, D
    JOURNAL FUR PRAKTISCHE CHEMIE, 1978, 320 (06): : 937 - 944
  • [36] Synthesis and antioxidant evaluation of 4-(furan-2-yl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate esters
    Mansouri, M.
    Movahedian, A.
    Rostami, M.
    Fassihi, A.
    RESEARCH IN PHARMACEUTICAL SCIENCES, 2012, 7 (04) : 257 - 264
  • [37] Ethyl 3-acetyl-4-(3-methoxyphenyl)-6-methyl-2-sulfanylidene-1,2,3,4-tetrahydropyrimidine-5-carboxylate
    Fathima, Nikhath
    Nagarajaiah, H.
    Begum, Noor Shahina
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2012, 68 : O1555 - +
  • [38] An extensive investigation of structural, spectral, optical, electrical, and nonlinear optical properties of a novel crystal (S) 4-(5-bromo-2-acyloxy phenyl)-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylic acid ethyl ester
    Matharasi, D. Priya
    Jayaprakash, P.
    OPTICAL MATERIALS, 2023, 141
  • [39] SYNTHESIS OF 2-OXO( THIO)-N, 4-DIARYL-1,2,3,4TETRAHYDROPYRIMIDINE-5-CARBOTHIOAMIDES
    Maiboroda, Olena
    Simurova, Nathaliia
    CHEMISTRY & CHEMICAL TECHNOLOGY, 2016, 10 (03): : 279 - 283
  • [40] Methyl 4-(4-hydroxyphenyl)-6-methyl-2-sulfanylidene-1,2,3,4-tetrahydropyrimidine-5-carboxylate
    Fathima, Nikhath
    Nagarajaiah, H.
    Begum, Noor Shahina
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2014, 70 : O306 - +
12345