Synthesis and Reactions of Novel 2,5-Disubstituted 1,3,4-Thiadiazoles

被引:26
|
作者
Mahmoud, Mahmoud R. [1 ]
Shiba, Sayed A. [2 ]
El-Ziaty, Ahmed K. [1 ]
Abu El-Azm, Fatma S. M. [1 ]
Ismail, Mahmoud F. [1 ]
机构
[1] Ain Shams Univ, Dept Chem, Fac Sci, Cairo 11566, Egypt
[2] Shaqra Univ, Fac Sci & Arts, Dept Chem, Shaqra, Saudi Arabia
关键词
ring closure reaction; S-alkylation; 2,5-Disubstituted 1,3,4-thiadiazoles; DERIVATIVES;
D O I
10.1080/00397911.2013.846381
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The desired 1,3,4-thiadiazole compounds bearing different substituents were obtained by the cyclization of the corresponding thiosemicarbazide followed by the reaction with electrophilic reagents, such as aromatic aldehydes, isatin, phenyl isothiocyanate, and carbon disulfide. The newly synthesized 2,5-disubstituted 1,3,4-thiadiazoles were obtained in good yields and their structures were elucidated by spectral data and elemental analysis. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) for the following free supplemental resource(s): Full experimental and spectral details.]
引用
收藏
页码:1094 / 1102
页数:9
相关论文
共 50 条
  • [21] SYNTHESIS OF 2,5-DISUBSTITUTED 1,3,4-THIADIAZOLES FROM 3-AMINO-2-PHENL-4-THIOXO-3,4-DIHYDROQUINAZOLINE AND AROMATIC-ALDEHYDES
    MOLINA, P
    ARQUES, A
    VALCARCEL, MV
    SYNTHESIS-STUTTGART, 1982, (11): : 944 - 945
  • [22] One-pot synthesis of 2,5-disubstituted-1,3,4-thiadiazoles under ultrasonic irradiation
    Li, Ying Jun
    Sun, Ya Zhen
    Xu, Yong Ting
    Jin, Kun
    Wen, Li Ping
    Hou, Ni Bo
    Sun, Xiao Xiao
    CHINESE CHEMICAL LETTERS, 2007, 18 (09) : 1047 - 1048
  • [23] Solvent-Free Green Synthesis of Azines and Their Conversion to 2,5-Disubstituted-1,3,4-thiadiazoles
    Shridevi, D. Doddramappa
    Ningaiah, Srikantamurthy
    Kuduva, Narayan U.
    Yhya, Raad K.
    Rai, Kuriya M. Lokanatha
    SYNTHETIC COMMUNICATIONS, 2015, 45 (24) : 2869 - 2875
  • [24] One-pot synthesis of 2,5-disubstituted-1,3,4-thiadiazoles under ultrasonic irradiation
    Ying Jun Li Ya Zhen Sun Yong Ting Xu Li Ping Wen Ni Bo Hou Xiao Xiao Sun College of Chemistry and Chemical Engineering
    Chinese Chemical Letters, 2007, (09) : 1047 - 1048
  • [25] Synthesis of new 2,5-disubstituted-1,3,4-thiadiazoles and preliminary evaluation of anticonvulsant and antimicrobial activities
    Dogan, HN
    Duran, A
    Rollas, S
    Sener, G
    Uysal, MK
    Gülen, D
    BIOORGANIC & MEDICINAL CHEMISTRY, 2002, 10 (09) : 2893 - 2898
  • [26] SYNTHESIS OF 2,5-DISUBSTITUTED 1,3,4-OXADIAZOLES AND THEIR PRECURSORS
    JEDLOVSKA, E
    GAVLAKOVA, E
    COLLECTION OF CZECHOSLOVAK CHEMICAL COMMUNICATIONS, 1994, 59 (08) : 1892 - 1896
  • [27] Electrocatalytic Synthesis of 2,5-Disubstituted 1,3,4-Oxadiazoles
    Li, Mengfan
    Wang, Rong
    Hao, Wenjuan
    Jiang, Bo
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2020, 40 (06) : 1540 - 1548
  • [28] SYNTHESIS AND PHARMACOLOGY OF 2,5-DISUBSTITUTED 1,3,4-OXADIAZOLES
    RAMALINGAM, T
    DESHMUKH, AA
    SATTUR, PB
    SHETH, UK
    NAIK, SR
    JOURNAL OF THE INDIAN CHEMICAL SOCIETY, 1981, 58 (03) : 269 - 271
  • [29] Synthesis and characterization of some 2,5-disubstituted 1,3,4-thiadiazoles. 2-mercapto- and 2-alkylmercaptoderivatives
    Saramet, I
    Draghici, C
    Banciu, MD
    REVUE ROUMAINE DE CHIMIE, 1996, 41 (5-6) : 465 - 475
  • [30] STUDIES IN ANTIPARASITIC AGENTS .12. SYNTHESIS OF 2,5-DISUBSTITUTED BENZIMIDAZOLES, 1,3,4-THIADIAZOLES AND 3,5-DIIODOSALICYLANILIDES AS STRUCTURAL CONGENERS OF RAFOXANIDE AND CLOSANTEL
    SRIVASTAVA, RP
    SHARMA, S
    PHARMAZIE, 1990, 45 (01): : 34 - 37