Efficient Synthesis of Fluorinated [1,2,4]Triazolo[3,4-b][1,3,4]thiadiazoles

被引：0

作者：

Dhotre, B. K. ^{[1
]}

Raut, S. V. ^{[2
]}

Jagrut, V. B. ^{[1
]}

Patharia, M. A. ^{[3
]}

Pathan, M. A. ^{[2
]}

机构：

[1] Swami Vivekanand Senior Coll, Dept Chem, Mantha 431504, Maharashtra, India

[2] Maulana Azad Coll, Dept Chem, Aurangabad 431001, Maharashtra, India

[3] NFIL Surat, Navin Res & Innovat Ctr, Surat 395002, Gujarat, India

来源：

RUSSIAN JOURNAL OF ORGANIC CHEMISTRY | 2021年 / 57卷 / 07期

关键词：

1; 2; 4-triazolo[3; 4-b][1; 3; 4]thiadiazoles; fluorinated acids; cyclization; ANTIMICROBIAL ACTIVITY; BIOLOGICAL-ACTIVITIES; 1,3,4-THIADIAZOLES; 1,3,4-OXADIAZOLE; 1,2,4-TRIAZOLES; DERIVATIVES; DESIGN;

D O I：

10.1134/S1070428021070137

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient synthesis of fluorinated [1,2,4]triazolo[3,4-b][1,3,4]thiadiazole derivatives has been achieved by cyclocondensation of 5-substituted 4-amino-1,2,4-triazole-3-thiols with fluoro-substituted aromatic acids using phosphoryl chloride as a cyclizing agent. The synthesized compounds were characterized by spectroscopic techniques, including IR, H-1 NMR, and mass spectra.

引用

页码：1135 / 1140

页数：6

共 28 条

[1] Utility of N-aryl 2-aroylhydrazono-propanehydrazonoyl chlorides as precursors for synthesis of new functionalized 1,3,4-thiadiazoles with potential antimicrobial activity [J].

Abdelhamid, Abdou O. ;

Gomha, Sobhi M. ;

Shawali, Ahmad S. .

JOURNAL OF ADVANCED RESEARCH, 2015, 6 (06) :885-893

[2] Synthesis and anticonvulsant activity of new 2-substituted-5-[2-(2-fluorophenoxy)phenyl]-1,3,4-oxadiazoles and 1,2,4-triazoles [J].

Almasirad, A ;

Tabatabai, SA ;

Faizi, M ;

Kebriaeezadeh, A ;

Mehrabi, N ;

Dalvandi, A ;

Shafiee, A .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2004, 14 (24) :6057-6059

[3] Syntheses and evaluation of anti-inflammatory, analgesic and ulcerogenic activities of 1,3,4-oxadiazole and 1,2,4-triazolo[3,4-b]-1,3,4-thiadiazole derivatives [J].

Chawla, Gita ;

Kumar, Umesh ;

Bawa, Sandhya ;

Kumar, Jagdish .

JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, 2012, 27 (05) :658-665

[4] Synthesis and biological activities of novel 1,3,4-thiadiazole-containing pyrazole oxime derivatives [J].

Dai, Hong ;

Li, Gang ;

Chen, Jia ;

Shi, Yujun ;

Ge, Shushan ;

Fan, Chongguang ;

He, Haibing .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2016, 26 (15) :3818-3821

[5] Successful fluorine-containing herbicide agrochemicals [J].

Fujiwara, Tomoya ;

O'Hagan, David .

JOURNAL OF FLUORINE CHEMISTRY, 2014, 167 :16-29

[6] Antibacterial activity study of 1,2,4-triazole derivatives [J].

Gao, Feng ;

Wang, Tengfei ;

Xiao, Jiaqi ;

Huang, Gang .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2019, 173 :274-281

[7] Synthesis and antimicrobial activity evaluation of new 1,2,4-triazoles and 1,3,4-thiadiazoles bearing imidazo[2,1-b]thiazole moiety [J].

Guzeldemirci, Nuray Ulusoy ;

Kucukbasmaci, Oemer .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (01) :63-68

[8] Design, synthesis, biological activities and DFT calculation of novel 1,2,4-triazole Schiff base derivatives [J].

Jin, Ru-Yi ;

Zeng, Chu-Yue ;

Liang, Xu-Hua ;

Sun, Xiao-Hong ;

Liu, Yuan-Fa ;

Wang, Yan-Yan ;

Zhou, Sha .

BIOORGANIC CHEMISTRY, 2018, 80 :253-260

[9] Synthesis and antimicrobial activities of some novel 1,2,4-triazolo [3,4-b]-1-1,3,4-thiadiazoles and 1,2,4-triazolo[3,4-b]-1,3,4-thiadiazines carrying thioalkyl and sulphonyl phenoxy moieties [J].

Karabasanagouda, T. ;

Adhikari, Airody Vasudeva ;

Shetty, N. Suchetha .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2007, 42 (04) :521-529

[10] Design, synthesis, and biological evaluation of novel alkylsulfanyl-1,2,4-triazoles as cis-restricted combretastatin A-4 analogues [J].

Li, Yan-Hong ;

Zhang, Bei ;

Yang, Hai-Kui ;

Li, Qiu ;

Diao, Peng-Cheng ;

You, Wen-Wei ;

Zhao, Pei-Liang .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2017, 125 :1098-1106

← 1 2 3 →