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2-[(4-NITROBENZYL)SULFANYL]-5-PHENYL-1,3,4-OXADIAZOLE synthesis

1synthesis methods
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Yield:116987-25-8 827.2 mg

Reaction Conditions:

with triethylamine in acetonitrile at 25 - 30;

Steps:

7.1 Example 7, Preparation of compound I-7

(1) In the reaction flask,534.6 mg (3.0 mmol) of 5-phenyl-1,3,4-oxadiazole-2-thiol represented by formula (V-1)was added to triethylamine (4.5 mmol) in acetonitrile (10 mL),Slowly add 777.7 mg (3.6 mmol) of 4-nitrobenzyl bromide represented by formula (IV-5),Stir at room temperature until the reaction of the raw materials is complete,6M HCl was added to the reaction solution for quenching,Then 10 mL of ethyl acetate was added for extraction 3 times.The combined organic phases were washed with saturated aqueous sodium chloride solution,Dry over anhydrous sodium sulfate, carry out silica gel column chromatography with petroleum ether/ethyl acetate having a volume ratio of 30:1 as a developing solvent,Fractions with Rf values of 0.3-0.4 were collected,827.2 mg of 2-((4-nitrobenzyl)thio)-5-phenyl-1,3,4-oxadiazole represented by formula (III-7) was obtained.

References:

CN114181165,2022,A Location in patent:Paragraph 0042; 0074-0076