Synthesis of New [1,2,4]Triazolo[1,5-a]pyrimidine Derivatives: Reactivity of 3-Amino[1,2,4]triazole towards Enaminonitriles and Enaminones

被引:13
作者
Alnajjar, Abdulaziz [1 ]
Abdelkhalik, Mervat Mohammed [1 ]
Raslan, Mohamed Abdelmonem [2 ]
Ibraheem, Solwan Maher [2 ]
Sadek, Kamal Usef [3 ]
机构
[1] Publ Author Appl Educ & Training, Appl Sci Dept, Coll Technol Studies, POB 42325, Safat 70654, Kuwait
[2] Aswan Univ, Chem Dept, Fac Sci, Aswan 81528, Egypt
[3] Menia Univ, Chem Dept, Fac Sci, Al Minya 61519, Egypt
关键词
AGENTS;
D O I
10.1002/jhet.3222
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A diversity of new 7-substituted[1,2,4]triazolo[1,5-a]pyrimidine and 6-substituted[1,2,4]triazolo[1,5-a]pyrimidine-7-amine derivatives has been synthesized via reaction of 3-amino-[1,2,4]triazole with enaminonitriles and enaminones. The regio orientation and the structure of the products were confirmed by spectral and analytical data and synthesis via an alternative route. The procedure proved to be simple, efficient, and high yielding, and diversities of [1,2,4]triazolo[1,5-a]pyrimidines were obtained.
引用
收藏
页码:1804 / 1808
页数:5
相关论文
共 26 条
[11]  
Jiang LL, 2009, CHINESE J ORG CHEM, V29, P1392
[12]  
Kishida M., 2004, JPN KOKAI TOKYO KOHO, V107, P228
[13]   An efficient multicomponent, one-pot synthesis of Betti bases catalyzed by cerium (IV) ammonium nitrate (CAN) at ambient temperature [J].
Mekheimer, Ramadan Ahmed ;
Asiri, Abdullah Mohamed ;
Hameed, Afaf Mohamed Abdel ;
Awed, Reham R. ;
Sadek, Kamal Usef .
GREEN PROCESSING AND SYNTHESIS, 2016, 5 (04) :365-369
[14]  
Pattan S, 2012, INDIAN J CHEM B, V51, P774
[15]   THE APPLICATION OF UNSYMMETRICAL VINYLOGOUS IMINIUM SALTS AND RELATED SYNTHONS TO THE PREPARATION OF MONOSUBSTITUTED TRIAZOLO[1,5-A]PYRIMIDINES [J].
PETRICH, SA ;
QIAN, Z ;
SANTIAGO, LM ;
GUPTON, JT ;
SIKORSKI, JA .
TETRAHEDRON, 1994, 50 (42) :12113-12124
[16]  
Sadek K. U., 2012, BEIL J ORG CHEM, V2012, P18
[17]   Green and Highly Efficient Synthesis of 2-Arylbenzothiazoles Using Glycerol without Catalyst at Ambient Temperature [J].
Sadek, Kamal Usef ;
Mekheimer, Ramadan Ahmed ;
Hameed, Afaf Mohamed Abdel ;
Elnahas, Fatma ;
Elnagdi, Mohamed Hilmy .
MOLECULES, 2012, 17 (05) :6011-6019
[18]   Pyrazolo[1,5-a]pyrimidines, triazolo[1,5-a]pyrimidines and their tricyclic derivatives as corticotropin-releasing factor 1 (CRF1) receptor antagonists [J].
Saito, Tetsuji ;
Obitsu, Tetsuo ;
Minamoto, Chiaki ;
Sugiura, Tsuneyuki ;
Matsumura, Naoya ;
Ueno, Sonoko ;
Kishi, Akihiro ;
Katsumata, Seishi ;
Nakai, Hisao ;
Toda, Masaaki .
BIOORGANIC & MEDICINAL CHEMISTRY, 2011, 19 (20) :5955-5966
[19]   Synthesis of [1,2,4]-triazolo[1,5-a]pyrimidines by Dimroth rearrangement of [1,2,4]-triazolo[4,3-a]pyrimidines: A theoretical and NMR study [J].
Salgado, Antonio ;
Varela, Carmen ;
Garcia Collazo, Ana Maria ;
Garcia, Fernando ;
Pevarello, Paolo ;
Alkorta, Ibon ;
Elguero, Jose .
JOURNAL OF MOLECULAR STRUCTURE, 2011, 987 (1-3) :13-24
[20]  
Sirakawa K., 1960, J PHARM SOC JAPAN, V86, P956