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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1183280Generated: November 1, 2026

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

https://huagongshe.com/reaction/1183280

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 numberUS08664220B2
Source datasetuspto-grants-2014_03
ORD IDord-3fc7ab5e8ea042aa8ea01cd9b29be352
Source noteuspto-grants-2014_03