Cyclocondensation Reactions of Hydrazonoyl Chlorides with Some Azines: Synthesis of New Fused Heterocycles of Expected Microbiological Activity  

作　　者：Mosselhi A. M. Mohamed Liala M. B. Abu-Alola Ohoud N. A. Al-Zaidi Hosam A. H. Saad 

机构地区：[1]Department of Chemistry, Faculty of Science, Taif University, Taif, Saudi Arabia [2]Department of Chemistry, Faculty of Science, Cairo University, Giza, Egypt [3]Department of Chemistry, College of Education & Science, Taif University, Taif, Saudi Arabia [4]Department of Chemistry, Faculty of Science, Zagazig University, Zagazig, Egypt

出　　处：《International Journal of Organic Chemistry》2017年第1期12-24,共13页有机化学国际期刊（英文）

摘　　要：New functionalized fused heterocycles, such as, 1,3,6,9,11-pentasubstituted-pyrido[3,2-f:6,5-f']bis([1,2,4]triazolo[4,3-a]-pyrimidin-5(1H)-ones (6) and 1,3-disubstituted-7-[(E)-2-(thiophen-2-yl)ethenyl]-1,4,9,9a-tetrahydro-6H-[1,2,4]triazino[4,3-b][1,2,4,5]-tetrazin-6-ones (16) were synthesized via reaction of the hydrazonoyl chlorides (1) with 1,3,6-triphenyl-9-thioxo-9,10-dihydro-pyrimido [4,5-b]pyrido[4,5-d][1,2,4]triazolo[4,3-a]pyrimidin-5,7(1H,8H)-di-one (5) and 4-amino-6-[(2-thiophen-2-yl)ethenyl]-3-thioxo-3,4-dihydro-[1,2,4]triazin-5(2H)-one (11), respectively. The mechanism and the regioselectivity of the studied reactions have been discussed. The biological activity of the products has been evaluated against some fungi and bacteria species. The tested compounds exhibited moderate activity against the bacteria species.New functionalized fused heterocycles, such as, 1,3,6,9,11-pentasubstituted-pyrido[3,2-f:6,5-f']bis([1,2,4]triazolo[4,3-a]-pyrimidin-5(1H)-ones (6) and 1,3-disubstituted-7-[(E)-2-(thiophen-2-yl)ethenyl]-1,4,9,9a-tetrahydro-6H-[1,2,4]triazino[4,3-b][1,2,4,5]-tetrazin-6-ones (16) were synthesized via reaction of the hydrazonoyl chlorides (1) with 1,3,6-triphenyl-9-thioxo-9,10-dihydro-pyrimido [4,5-b]pyrido[4,5-d][1,2,4]triazolo[4,3-a]pyrimidin-5,7(1H,8H)-di-one (5) and 4-amino-6-[(2-thiophen-2-yl)ethenyl]-3-thioxo-3,4-dihydro-[1,2,4]triazin-5(2H)-one (11), respectively. The mechanism and the regioselectivity of the studied reactions have been discussed. The biological activity of the products has been evaluated against some fungi and bacteria species. The tested compounds exhibited moderate activity against the bacteria species.

关 键 词：Hydrazonoyl Chlorides AZINES FUSED HETEROCYCLES BIOLOGICAL ACTIVITY 

分 类 号：O6[理学—化学]