Synthesis of 3,6-bisubstituted phenyl-bi-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazole derivatives
QIAN Jianhua1, LIU Lin1, WANG Daolin2, XING Jinjuan2
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1.Provincial Key Laboratory for Applied Chemistry, Bohai University, Jinzhou 121000, China; State Key Laboratory for Corrosion and Protection, Institute of Metal Research, Chinese Academy of Sciences, Shenyang 110016, China; 2.Provincial Key Laboratory for Applied Chemistry, Bohai University, Jinzhou 121000, China;
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Published
05 Dec 2007
Issue Date
05 Dec 2007
Abstract
2,5-Bihydrazino-1,3,4-thiadiazole (2) was synthesized by condensation of 2,5-bimercapto-1,3,4-thiadiazole (1) with hydrazine hydrate, and compound 2 reacted with acyl chloride to give 2,5-biacylhydrazino-1,3,4-thiadiazole derivatives (3a?3e). Ring closure of compounds 3a?3e was achieved with POCl3 as the cyclization agent giving 3,6-bisubstituted phenyl-bi-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazole derivatives (4a?4e), respectively. The novel compounds were identified by elemental analysis, and by infrared (IR), 1H- nuclear magnetic resonance (NMR), and mass (MS) spectrometry. The mechanism of the cyclization is also discussed.
QIAN Jianhua, LIU Lin, WANG Daolin, XING Jinjuan.
Synthesis of 3,6-bisubstituted phenyl-bi-1,2,4-triazolo[3,4-b]-1,3,4-thiadiazole derivatives. Front. Chem. China, 2007, 2(4): 428‒430 https://doi.org/10.1007/s11458-007-0081-x
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