Synthesis of 5-oxo-1-(5-R-1,3,4-thiadiazol-2-yl)pyrrolidine-3-carboxylic acids

被引：3
|
作者：
Serkov, S. A. [1 ]
Sigay, N. V. [1 ]
Kostikova, N. N. [1 ]
Tyurin, A. P. [2 ]
Kolotyrkina, N. G. [1 ]
Gazieva, G. A. [1 ]
机构：
[1] Russian Acad Sci, ND Zelinsky Inst Organ Chem, 47 Leninsky prosp, Moscow 119991, Russia
[2] Russian Acad Sci, M M Shemyakin & Yu A Ovchinnikov Inst Bioorgan Che, 16-10 ul Miklukho Maklaya, Moscow 117997, Russia
来源：
RUSSIAN CHEMICAL BULLETIN | 2023年 / 72卷 / 08期
关键词：
2-amino-1,3,4-thiadiazoles; 5-oxopyrrolidine-3-carboxylic acid; heterocyclic ensembles; itaconic acid; ANTIMICROBIAL ACTIVITY; BIOLOGICAL-ACTIVITY; DERIVATIVES;
D O I：
10.1007/s11172-023-3966-z
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A series of new heterocyclic ensembles, derivatives of 5-oxo-1-(1,3,4-thiadiazol-2-yl)-pyrrolidine-3-carboxylic acid, was synthesized by heating 5-substituted 1,3,4-thiadiazol-2-amines and itaconic acid under solvent-free conditions or with the addition of acetic acid at 140-150 & DEG;C. The resulting acids can be used as building blocks in the synthesis of new potentially biologically active heterocyclic compounds.
引用
收藏
页码：1837 / 1843
页数：7
相关论文
共 50 条
  • [41] Synthesis and biological activity of N-[5-(pyrid-4-yl)-1,3,4-thiadiazol-2-yl]-N′-aroylureas
    Song, XJ
    Feng, GR
    Chen, CB
    Zhang, ZW
    Wang, YG
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2005, 25 (12) : 1587 - 1590
  • [42] 3-(3-Methoxyphenyl)-5-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-1,2,4-oxadiazole
    Wang, Pin-liang
    Zeng, Hai-shu
    Li, Hai-ling
    Kang, Si-shun
    Wang, Hai-bo
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2007, 63 : O4776 - U5664
  • [43] (2R)-2-cinnamoylamino-N-[5-(4-methoxyphenyl)-1,3,4-thiadiazol-2-yl]-propanamide
    Li, Shao-Hua
    Li, Gang
    Huang, Hui-Ming
    Tu, Guo-Gang
    Liu, Cheng-Mei
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2008, 64 : O1887 - U3424
  • [44] THE ADDITION-REACTION OF ACRYLONITRILE AND METHYLACRYLATE TO N-(5R-1,3,4-THIADIAZOL-2-YL)DITHIOCARBAMATES
    SHUKUROV, SS
    KARIMOVA, MT
    NASYROV, IM
    ZAKHAROV, KS
    KARAKHANOV, RA
    RUSSIAN CHEMICAL BULLETIN, 1994, 43 (04) : 702 - 704
  • [45] 3,5-Dimethyl-N-(5-m-tolyl-1,3,4-thiadiazol-2-yl)benzamide
    Wan, Rong
    Han, Feng
    Zhang, Jin-Jun
    Cao, Lin
    Wang, Jin-Tang
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2007, 63 : O885 - O886
  • [46] BENZOTHIAZOLE DERIVATIVES .4. SYNTHESIS OF SOME 2-(1,3,4-OXADIAZOL-2-YL) AND 6-(1,3,4-OXADIAZOL-2-YL) BENZOTHIAZOLES AND 2-(1,3,4-THIADIAZOL-2-YL) AND 6-(1,3,4-THIADIAZOL-2-YL) BENZOTHIAZOLES AS POTENTIAL ANTIINFLAMMATORY AGENTS
    SAWHNEY, SN
    SINGH, J
    BANSAL, OP
    JOURNAL OF THE INDIAN CHEMICAL SOCIETY, 1974, 51 (10) : 886 - 890
  • [47] 1,2-Dimethyl-3-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)diazenyl]-1H-indole
    Hoekelek, Tuncer
    Seferoglu, Zeynel
    Sahin, Ertan
    Ertan, Nermin
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2007, 63 : O2263 - O2264
  • [48] N-[5-(4-Methoxyphenyl)-1,3,4-thiadiazol-2-yl]-3,5-dimethylbenzamide
    Wan, Rong
    Wu, Feng
    Han, Feng
    Cao, Lin
    Wang, Jin-Tang
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2006, 62 : O4412 - O4413
  • [49] 2-Benzoylamino-N-[5-(4-bromophenyl)-1,3,4-thiadiazol-2-yl]ethanamide
    Huang, Hui-Ming
    Luo, Shi-Yuan
    Li, Shao-Hua
    Liu, Cheng-Mei
    Tu, Guo-Gang
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2009, 65 : O325 - U2194
  • [50] 3-[(5-Ethyl-1,3,4-thiadiazol-2-yl)diazenyl]-1,2-dimethyl-1H-indole
    Hoekelek, Tuncer
    Seferoglu, Zeynel
    Sahin, Ertan
    Ertan, Nermin
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2007, 63 : O2265 - O2266
12345