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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1529049Generated: November 1, 2026

Oxalyl chloride → 5-(4-Bromo-phenyl)-3-methyl-isoxazole-4-carbonyl chloride

https://huagongshe.com/reaction/1529049

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
Reactant5-(4-Bromophenyl)-3-methyl-1,2-oxazole-4-carboxylic acidHCID 56604559—
CatalystDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
Product5-(4-Bromo-phenyl)-3-methyl-isoxazole-4-carbonyl chlorideHCID 86652405—

Reaction Steps

5-(4-Bromo-phenyl)-3-methyl-isoxazole-4-carboxylic acid (4.2 g, 14.89 mmol) was dissolved in CH2Cl2 (42 mL) under N2 atmosphere. Oxalyl chloride (2.6 mL, 29.78 mmol) and DMF (5 drops) were added and the reaction stirred for 2.5 hours at room temperature. Then, additional oxalyl chloride (5 mL, 57.3 mmol) was added. After 30 minutes, the reaction mixture was concentrated and placed under high vacuum. The crude material was used directly in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09090573B2
Source datasetuspto-grants-2015_07
ORD IDord-548a2a31cdf34fa6bb1b8c278cc9c230
Source noteuspto-grants-2015_07