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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1880234Generated: November 3, 2026

Azobisisobutyronitrile → 3-(4-Bromomethyl-3-chlorophenyl)-5-(3,4,5-trichlorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazole

https://huagongshe.com/reaction/1880234

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAzobisisobutyronitrileHCID 6547—
ReactantN-bromobutanimideHCID 67184—
Reactant3-(3-Chloro-4-methylphenyl)-5-(3,4,5-trichlorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazoleHCID 86761688—
Solvent1,2-DichloroethaneHCID 11—
Product3-(4-Bromomethyl-3-chlorophenyl)-5-(3,4,5-trichlorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazoleHCID 86761689—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 26.2 g of 3-(3-chloro-4-methylphenyl)-5-(3,4,5-trichlorophenyl)-5-trifluoromethyl-4,5-dihydroisoxazole in 200 mL of 1,2-dichloroethane, 12.1 g of N-bromosuccinimide and 0.81 g of α,α′-azobisisobutyronitrile were added and the resultant reaction mixture was stirred at 80° C. for 3 hours. After the completion of the reaction, the reaction mixture was left to be cooled down to room temperature and was washed with water (70 mL×2). Subsequently, the washed reaction mixture was dehydrated and dried over saturated saline and anhydrous sodium sulfate in this order and the solvent was distilled off under reduced pressure to obtain 34.1 g of a crude objective substance as a brown oily substance. This substance was used in the next process as it was without being further purified.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08318757B2
Source datasetuspto-grants-2012_11
ORD IDord-c56697c8f22f45f2907fb67a38945b73
Source noteuspto-grants-2012_11