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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 220979Generated: October 30, 2026

Methyl iodide → 4-Cyano-3,N-dimethyl-N-(4-trifluoromethyl-phenyl)-benzamide

https://huagongshe.com/reaction/220979

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant4-Cyano-3-methyl-N-(4-trifluoromethyl-phenyl)-benzamideHCID 57555385—
SolventDimethylformamideHCID 6228—
Product4-Cyano-3,N-dimethyl-N-(4-trifluoromethyl-phenyl)-benzamideHCID 5755520294%

Reaction Conditions

Temperature0 °C

Reaction Steps

4-Cyano-3-methyl-N-(4-trifluoromethyl-phenyl)-benzamide from Example E118.1 (1.10 g, 3.6 mmol) was dissolved in DMF (10 ml) and cooled down to 0° C. Sodium hydride (60% dispersion in oil, 174 mg, 4.3 mmol) was added and the mixture was stirred for 30 min at room temperature. Methyl iodide (0.27 ml, 4.3 mmol) was added and the mixture was stirred for 20 h. Solvents were removed in vacuo and azeotroped with toluene. The residue was re-dissolved in EtOAc, washed with brine, dried and concentrated in vacuo to yield the title compound (1.08 g, 94%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08202858B2
Source datasetuspto-grants-2012_06
ORD IDord-18c98bcaad27445c96d68d04bb4e4809
Source noteuspto-grants-2012_06