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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 425968Generated: October 30, 2026

Azobisisobutyronitrile → 4-Cyano-3-fluorobenzyl bromide

https://huagongshe.com/reaction/425968

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAzobisisobutyronitrileHCID 6547—
ReactantN-bromobutanimideHCID 67184—
Reactant2-Fluoro-4-methylbenzonitrileHCID 2778443—
SolventCarbon TetrachlorideHCID 5943—
Product4-Cyano-3-fluorobenzyl bromideHCID 2778466—

Reaction Steps

N-Bromosuccinimide and AIBN were added to a carbon tetrachloride solution of 2-fluoro-4-methylbenzonitrile, followed by heating under reflux to obtain 4-(bromomethyl)-2-fluorobenzonitrile. By allowing this to react with morpholine in DMF in the presence of potassium carbonate, 2-fluoro-4-(morpholin-4-ylmethyl)benzonitrile was obtained. In DMF and in the presence of potassium carbonate, this was allowed to react with cyclohexanamine at 160° C. for 30 minutes while carrying out microwave irradiation. By post-treating the reaction liquid, 2-(cyclohexylamino)-4-(morpholin-4-ylmethyl)benzonitrile was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08106190B2
Source datasetuspto-grants-2012_01
ORD IDord-31a9af376a1240b4b8f70bdeb7fc91cd
Source noteuspto-grants-2012_01