Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1875127Generated: November 2, 2026

N-bromobutanimide → 3-{[3-(Bromomethyl)-2-chloro-6-fluorophenyl]oxy}-5-chlorobenzonitrile

https://huagongshe.com/reaction/1875127

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-bromobutanimideHCID 67184—
Reactant3-Chloro-5-[(2-chloro-6-fluoro-3-methylphenyl)oxy]benzonitrileHCID 68483672—
CatalystAzobisisobutyronitrileHCID 6547—
SolventCarbon TetrachlorideHCID 5943—
Product3-{[3-(Bromomethyl)-2-chloro-6-fluorophenyl]oxy}-5-chlorobenzonitrileHCID 6848546361.2%

Reaction Steps

The title compound was prepared as described herein using 3-chloro-5-[(2-chloro-6-fluoro-3-methylphenyl)oxy]benzonitrile (940 mg, 3.17 mmol), NBS (593 mg, 3.33 mmol) and AIBN (26.1 mg, 0.159 mmol) in CCl4 (30.0 ml) to give the title compound as a white solid (728 mg, 61%). 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 7.41 (1H, dd, J=8.7, 5.3 Hz) 7.36 (1H, s) 7.18 (1H, s) 7.12-7.16 (1H, m) 6.99 (1H, s) 4.58 (2H, s). LCMS: m/z 375 (M+1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08304419B2
Source datasetuspto-grants-2012_11
ORD IDord-653a191f65764a5ba64f2dc6ba7c794e
Source noteuspto-grants-2012_11