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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1260901Generated: October 30, 2026

2-(Bromomethyl)-5-chlorobenzonitrile → HCID 68662509, compound

https://huagongshe.com/reaction/1260901

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-(Bromomethyl)-5-chlorobenzonitrileHCID 12668052—
Reactant2-Amino-5-chloronicotinamideHCID 66876883—
SolventDimethylformamideHCID 6228—
ProductHCID 68662509HCID 686625091.8%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 2-amino-5-chloronicotinamide (0.16 g) in N,N-dimethylformamide (3 ml) was added 2-(bromomethyl)-5-chlorobenzonitrile (0.32 g), and the mixture was stirred at 100° C. for 14 hr. The reaction mixture was quenched with saturated aqueous sodium hydrogen carbonate solution and extracted with ethyl acetate. The extract was washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the obtained residue was purified by silica gel chromatography (ethyl acetate:hexane=3:2-4:1). 2N Hydrochloric acid-methanol solution (1 ml) was added to the obtained yellow oil at room temperature, and the obtained precipitate was recrystallized from methanol-ethyl acetate to give the title compound (3 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08470859B2
Source datasetuspto-grants-2013_06
ORD IDord-675aab9ae4bd40c69e955e0f7cf1e7f6
Source noteuspto-grants-2013_06