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ChemicalBook CAS DataBase List 2-(3-nitrophenyl)-1,3,4-oxadiazole
5565-72-0

2-(3-nitrophenyl)-1,3,4-oxadiazole synthesis

8synthesis methods
-

Yield: 70%

Reaction Conditions:

with titanium tetrachloride at 110; for 1.5 h;

Steps:

General procedure for the synthesis of 1,3,4-oxadiazole derivatives (2a-2o)
General procedure: To a 10mL three-necked round bottle was charged with benzoylhydrazine (0.30 g,2.2 mmol), TiCl4 (0.83 g, 4.4 mmol) and DMA (3 mL, 32.1 mmol). The resulting solutionwas warmed to 110 C and stirred at this temperature for 1.5 h. When the reaction wascompleted, 50mL water was added and the resulting mixture was extracted with 50mLethyl acetate three times. The combined organic layer was successively washed withH2O (50 mL) and then brine (50 mL), then dried over anhydrous Na2SO4, filtered andconcentrated under reduced pressure. The residue was purified by column chromatographyon silica gel with petroleum ether and ethyl acetate to give the title products.

References:

Zhang, Lin;Yu, Yu;Tang, Qiang;Yuan, Jianyong;Ran, Dongzhi;Tian, Binghua;Pan, Tao;Gan, Zongjie [Synthetic Communications,2020,vol. 50,# 3,p. 423 - 431]

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