Synthesis of Substituted 5-(1,2,4-Oxadiazol-5-yl)-3,4-dihydropyrimidine-2(1H)-thiones

被引：7

作者：

Kharchenko, Juliya V. ^{[1
]}

Detistov, Oleksandr S. ^{[1
]}

Orlov, Valeriy D. ^{[1
]}

机构：

[1] Kharkov Natl Univ, Dept Chem, UA-61077 Kharkov, Ukraine

来源：

JOURNAL OF COMBINATORIAL CHEMISTRY | 2009年 / 11卷 / 02期

关键词：

ONE-POT SYNTHESIS; OXADIAZOLES; RECEPTOR; 3,4-DIHYDROPYRIMIDIN-2(1H)-ONES; CATALYST; AGONISTS;

D O I：

10.1021/cc800111h

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

We have developed a liquid-phase route for combinatorial synthesis of novel substituted 5-(1,2,4-oxadiazol-5-yl)-3,4-dihydropyrimidine-2(1H)-thiones. Biginelli-type three-component condensation of 1-(3-aryl-1,2,4-oxadiazol-5-yl)acetones, thiourea, and benzaldehydes is shown to result in new 5-(1,2,4-oxadiazol-5-yl)-3,4-dihydropyrimidine-2(1H)-thione heterocyclic system. If salicylaldehydes are used in this reaction, a mixture of 5-(1,2,4-oxadiazol-5-yl)-3,4-dihydropyrimidine-2(1H)-thiones and 11-(1,2,4-oxadiazol-5-yl)-2,3,5,6-tetrahydro-4H-2,6-methano-1,3,5-benzoxadiazocine-4-thiones is formed.

引用

页码：216 / 219

页数：4

共 50 条

[31] Synthesis of 5-[1-aryl-pyrrol-2-yl]-1H-tetrazole [J].

Liu Wei ;

Ma Yuan ;

Yin Ying-Wu ;

Zhao Yu-Fen .

CHEMICAL JOURNAL OF CHINESE UNIVERSITIES-CHINESE, 2006, 27 (08) :1472-1475

[32] SYNTHESIS OF 4-ALKYNYL-SUBSTITUTED 3,4-DIHYDROPYRIMIDIN-2(1H)-ONES [J].

Novokshonov, Vladimir V. ;

Novokshonova, Irina A. ;

Nguyen, Hien T. T. ;

Medvedeva, Alevtina S. .

SYNTHETIC COMMUNICATIONS, 2012, 42 (16) :2346-2354

[33] Synthesis of Novel 3-(5-(Alkyl/arylthio)-1,3,4-Oxadiazol-2-yl)-8-Phenylquinolin-4(1H)-One Derivatives as Anti-HIV Agents [J].

Parizadeh, Niloofar ;

Alipour, Eskandar ;

Soleymani, Sepehr ;

Zabihollahi, Rezvan ;

Aghasadeghi, Mohammad Reza ;

Hajimahdi, Zahra ;

Zarghi, Afshin .

PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2018, 193 (04) :225-231

[34] Parallel Synthesis of 1-Substituted 5-(5-Oxopyrrolidin-3-yl)-1H-pyrazole-4-carboxamides [J].

Perdih, Peter ;

Baskovc, Jernej ;

Dahmann, Georg ;

Groselj, Uros ;

Kocar, Drago ;

Novak, Ana ;

Stanovnik, Branko ;

Svete, Jurij .

SYNTHESIS-STUTTGART, 2011, (17) :2822-2832

[35] Synthesis of 5-[(1H-indol-3-yl)methyl]-1,3,4-oxadiazole-2(3H)-thiones and their protective activity against oxidative stress [J].

Iskauskiene, Monika ;

Kadlecova, Alena ;

Voller, Jiri ;

Janovska, Lucie ;

Malinauskiene, Vida ;

Zukauskaite, Asta ;

Sackus, Algirdas .

ARCHIV DER PHARMAZIE, 2021, 354 (06)

[36] Chiral Separation of 3,4-dihydropyrimidin-2(1H)-ones and 3,4-di -hydropyrimidin-2(1H)-thiones Enantiomers by HPLC on Chiralcel®OD-H [J].

Kichou, Noura ;

Rahou, Ismahan ;

Elamin, Zaid M. ;

Sekkoum, Khaled ;

Belboukhari, Nasser ;

Bechki, Lazhar ;

Aboul-Enein, Hassan Y. .

CURRENT ANALYTICAL CHEMISTRY, 2020, 16 (03) :250-255

[37] 1,3-Disulfonic acid benzimidazolium chloride as an efficient and recyclable ionic liquid catalyst for the synthesis of 3,4-dihydropyrimidine-2-(1H)-ones/thiones [J].

Abbasi, Mohsen .

RESEARCH ON CHEMICAL INTERMEDIATES, 2016, 42 (04) :3303-3314

[38] Synthesis and evaluation of 5-(1H-indo1-3-yl)-N-aryl-1,3,4-oxadiazol-2-amines as Bcl-2 inhibitory anticancer agents [J].

Hamdy, Rania ;

Ziedan, Noha I. ;

Ali, Samia ;

Bordoni, Cinzia ;

El-Sadek, Mohamed ;

Lashin, Elsaid ;

Brancale, Andrea ;

Jones, Arwyn T. ;

Westwell, Andrew D. .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2017, 27 (04) :1037-1040

[39] Synthesis of platinum complexes with 2-(5-perfluoroalkyl-1,2,4-oxadiazol-3yl)-pyridine and 2-(3-perfluoroalkyl-1-methyl-1,2,4-triazole-5yl)-pyridine ligands and their in vitro antitumor activity [J].

Rubino, Simona ;

Pibiri, Ivana ;

Costantino, Cristina ;

Buscemi, Silvestre ;

Girasolo, Maria Assunta ;

Attanzio, Alessandro ;

Tesoriere, Luisa .

JOURNAL OF INORGANIC BIOCHEMISTRY, 2016, 155 :92-100

[40] Discovery of ((1,2,4-oxadiazol-5-yl)pyrrolidin-3-yl)ureidyl derivatives as selective non-steroidal agonists of the G-protein coupled bile acid receptor-1 [J].

Di Leva, Francesco Saverio ;

Festa, Carmen ;

Carino, Adriana ;

De Marino, Simona ;

Marchiano, Silvia ;

Di Marino, Daniele ;

Finamore, Claudia ;

Monti, Maria Chiara ;

Zampella, Angela ;

Fiorucci, Stefano ;

Limongelli, Vittorio .

SCIENTIFIC REPORTS, 2019, 9 (1)

← 1 2 3 4 5 →