Synthesis and characterization of new quinazolinylmethylsulfanylpyridines, quinazolinylthieno[2,3-b]pyridines and pyrido[3",2":4′,5′] thieno[3′,2′:4,5]pyrimido[6,1-b]quinazolines

被引:0
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作者
El-Ossaily, Yasser A. [1 ]
Al-Taifi, Elham A. [2 ]
Bakhite, Etify A. [3 ]
Marae, Islam S. [3 ]
Zaki, Remon M. [3 ]
机构
[1] Jouf Univ, Coll Sci, Chem Dept, Sakaka 2014, Saudi Arabia
[2] Sanaa Univ, Fac Sci, Chem Dept, Sanaa, Yemen
[3] Assiut Univ, Fac Sci, Chem Dept, Assiut, Egypt
关键词
Thienopyridines; pyridothienopyrimidines; pyridothienotriazine; quinazolines; pyridothienopyrimido[6,1-b]quinazolines; DERIVATIVES; PYRIDOTHIENOPYRIMIDINES; THIENOPYRIDINES; AGENTS;
D O I
10.24820/ark.5550190.p011.094
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Reaction of 2-chloromethylquinazoline-4(3H)-one with some 3-cyanopyridine-2(1H)-thiones gave the corresponding thioethers which upon treatment with appropriate base, underwent intramolecular ThorpeZeigler reaction affording the isomeric 3-amino-2-(3,4-dihydro-4-oxo-2-quinazolinyl)thieno[2,3-b]pyridines. In contrast, the reaction of 2-chloromethylquinazoline-4(3H)-one with 3-cyanoquinoline-(1H)-thione gave 3amino-2-(3,4-dihydro-4-oxo-2-quinazolinyl)thieno[2,3-b]quinoline directly. Reaction of the resulting aminothienopyridines/quinoline with some reagents namely; acetic anhydride, triethyl orthoformate and/ or nitrous acid were carried out and their products were identified. [GRAPHICS] .
引用
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页码:446 / 458
页数:13
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