Synthesis and Characterization of Poly([1,2,4]triazolyl- and [1,2,4]triazolo[3,4-b][1,3,4]thiadiazinylsulfanylmethyl)arenes: Novel Multi-Armed Molecules

被引:7
作者
Elwahy, Ahmed H. M. [1 ]
Sarhan, Radwan M. [1 ]
Badawy, Mohamed A. [1 ]
机构
[1] Cairo Univ, Fac Sci, Dept Chem, Giza, Egypt
关键词
Poly(bromomethyl)arenes; alkylation; cyclization; triazoles; triazolo-thiadiazines; BIPHENYL-4-YLOXY ACETIC-ACID; TRIAZOLOTHIADIAZINE DERIVATIVES; DENDRITIC ARCHITECTURES; AROMATIC DERIVATIVES; AGENTS; 1,2,4-TRIAZOLE; INHIBITORS; DENDRIMERS; CHALCONE; LIGANDS;
D O I
10.2174/1570179411310050008
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A synthesis of novel three-, four-, and sixfold branched triazoles 3-5 and triazolothiadiazines 7, 8 and 10, which are linked to a benzene core via sulfanylmethylene spacers was reported. The reaction proceeded via initial treatment of the appropriate poly(bromomethyl)arenes 2 with the corresponding equivalents of 4-amino-4H-1,2,4-triazoles 1 in refluxing ethanolic KOH to give poly(triazolyl)arenes 3-5. Subsequent reaction of 4b and 5b with phenacyl bromide in refluxing DMF-ethanol mixture afforded poly(triazolothiadiazinyl)arenes 7 and 8, respectively. Compounds 7 and 8 were alternatevely obtained by the reaction of 2b and 2c with 6-phenyl-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine-3-thiol 9 in refluxing EtOH/DMF containing KOH. Similarly, threefold substitution of 2a with three equivalents of 9 afforded 10 in good yield.
引用
收藏
页码:786 / 790
页数:5
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