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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1624383Generated: November 3, 2026

Benzoyl chloride → 2-[5-(4-Bromo-phenyl)-3-methyl-isoxazol-4-ylmethyl]-5-phenyl-[1,3,4]oxadiazole

https://huagongshe.com/reaction/1624383

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoyl chlorideHCID 7412—
ReactantTriethylamineHCID 8471—
Reactanto-Toluenesulfonyl chlorideHCID 8623—
Reactant[5-(4-Bromo-phenyl)-3-methyl-isoxazol-4-yl]-acetic acid hydrazideHCID 66577599—
SolventDichloromethaneHCID 6344—
Product2-[5-(4-Bromo-phenyl)-3-methyl-isoxazol-4-ylmethyl]-5-phenyl-[1,3,4]oxadiazoleHCID 66579316—

Reaction Steps

To [5-(4-bromo-phenyl)-3-methyl-isoxazol-4-yl]-acetic acid hydrazide (0.142 g, 0.46 mmol) in CH2Cl2 (2.3 mL) at 0° C. was added triethylamine (0.19 mL, 1.37 mmol) and benzoyl chloride (0.05 mL, 0.46 mmol), and the reaction was stirred at room temperature for 3 hours. Toluenesulfonyl chloride (0.088 g, 0.46 mmol) was added, and the reaction was stirred overnight. After aqueous workup, the crude material was purified by silica gel chromatography to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08778983B2
Source datasetuspto-grants-2014_07
ORD IDord-3ea315cc4092417d9b94c40ff08d5fcd
Source noteuspto-grants-2014_07