Synthesis of Some New 1,3,4-Thiadiazole, Thiazole and Pyridine Derivatives Containing 1,2,3-Triazole Moiety

被引:16
作者
Abdelriheem, Nadia A. [1 ]
Mohamed, Ali M. M. [1 ]
Abdelhamid, Abdou O. [1 ]
机构
[1] Cairo Univ, Dept Chem, Fac Sci, Giza 12613, Egypt
关键词
1,3,4-thiadiazoles; 1,2,3-triazoles; hydrazonoyl halides; pyridines; nicotinic ester; ANTIMICROBIAL ACTIVITY; ANTIFUNGAL; ANTIBACTERIAL;
D O I
10.3390/molecules22020268
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
In this study, 1-(5-Methyl-1-(p-tolyl)-1H-1,2,3-triazol-4-yl)ethan-1-one, was reacted with Thiosemicarbazide, alkyl carbodithioate and benzaldehyde to give thiosemicarbazone, alkylidenehydrazinecarbodithioate and 3-phenylprop-2-en-1-one-1,2,3-triazole derivatives. The 1,3,4-thiadiazole derivatives containing the 1,2,3-triazole moiety were obtained via reaction of alkylidenecarbodithioate with hydrazonoyl halides. Also, hydrazonoyl halides were reacted with thiosemicarbazone and pyrazolylthioamide to give 1,3-thiazoles derivatives. Subsequently, 3-phenyl-2-en-1-one was used to synthesize substituted pyridines and substituted nicotinic acid ester. The latter was converted to its azide compound which was reacted with aromatic amines and phenol to give substituted urea and phenylcarbamate containing 1,2,3-triazole moiety. The newly synthesized compounds were established by elemental analysis, spectral data and alternative synthesis whenever possible.
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页数:16
相关论文
共 31 条
[1]   Reactions with hydrazonoyl halides. Part 21. Reinvestigation of the reactions of hydrazonoyl bromides with 1,1-dicyanothioacetanilide [J].
Abdelhamid, AO ;
Zohdi, HF ;
Rateb, NM .
JOURNAL OF CHEMICAL RESEARCH, 1999, (03) :184-185A
[2]   An Efficient Synthesis of Some New Hydrazone Derivatives Containing 1,2,3-Triazole and Thiazole [J].
Ablajan, Keyume ;
Wang Liju ;
Tuoheti, Anagu .
LETTERS IN ORGANIC CHEMISTRY, 2013, 10 (10) :715-721
[3]   Synthesis and Evaluation of New 1,3,4-Thiadiazole Derivatives as Antinociceptive Agents [J].
Altintop, Mehlika Dilek ;
Can, Ozgur Devrim ;
Ozkay, Umide Demir ;
Kaplancikli, Zafer Asim .
MOLECULES, 2016, 21 (08)
[4]   1-Chloro-1-[(4-chlorophenyl)hydrazinylidene]propan-2-one [J].
Asiri, Abdullah M. ;
Al-Youbi, Abdulrahman O. ;
Zayed, Mohie E. M. ;
Ng, Seik Weng .
ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2011, 67 :O1962-U2315
[5]   UBER EMPROTIDE SCHWERMETALL-INNERKOMPLEXE DER ALPHA-DIKETONDI-THIOSEMICARBAZONE (THIAZONE) .4. UNTERSUCHUNGEN ZUR KONSTITUTION - KOMPLEXE VON THIAZON-ANALOGEN [J].
BAHR, G ;
SCHLEITZER, G .
ZEITSCHRIFT FUR ANORGANISCHE UND ALLGEMEINE CHEMIE, 1955, 280 (04) :161-179
[6]  
Butler R N., 1996, Comprehensive Heterocyclic Chemistry II, V4, P621, DOI DOI 10.1016/B978-008096518-5.00095-2
[7]   Synthesis and antimicrobial activity of novel arylideneisothiosemicarbazones [J].
Cardia, MC ;
Begala, M ;
Delogu, A ;
Maccioni, E ;
Plumitallo, A .
FARMACO, 2000, 55 (02) :93-98
[8]  
DATTA NJ, 2000, I CHEM INDIA, V72, P133
[9]   Synthesis of some new 1-acyl-5-aryl-3-(5-methyl-1-p-tolyl-1H-1,2,3-triazol-4-yl)-4,5-dihydro-1H-pyrazole [J].
Dong, Heng-Shan ;
Wang, Yan-Fei ;
Shen, Guo-Liang ;
Quan, Bin ;
Dong, Wang-Jun .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2012, 49 (01) :149-153
[10]   An Efficient Synthesis of 5-Aryl-4,5-dihydro-3-(5-methyl-1-ptolyl-1H-1,2,3-triazol-4-yl)-1-(4-phenylthiazol-2-yl)pyrazoles [J].
Dong, Wang-Jun ;
Cui, Fu-Hong ;
Gao, Zhong-Lian ;
Li, Rong-Shan ;
Shen, Guo-Liang ;
Dong, Heng-Shan .
JOURNAL OF HETEROCYCLIC CHEMISTRY, 2011, 48 (05) :1154-1160