Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2389588Generated: October 26, 2026

Methyl iodide → N-(4-Bromophenyl)-N-methyl-formamide

https://huagongshe.com/reaction/2389588

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantFormamide, N-(4-bromophenyl)-HCID 17474—
ReactantSodium hydrideHCID 24758—
SolventDimethylformamideHCID 6228—
ProductN-(4-Bromophenyl)-N-methyl-formamideHCID 15004464—

Reaction Steps

A solution of N-(4-bromophenyl)-formamide 50 (250 mg, 1.25 mmol) in DMF (3 mL) is added dropwise to a suspension of sodium hydride (65 mg, 1.63 mmol, 60% dispersion in mineral oil) in DMF (3 mL) at 0° C. After stirring 1 h, iodomethane (113 μl, 1.63 mmol) is added, the reaction mixture warmed to RT and stirred 16 h. The reaction is then quenched with water (10 mL) and extracted into EtOAc (3×10 mL). The combined organic phases are dried over Na2SO4 and reduced in vacuo to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08273747B2
Source datasetuspto-grants-2012_09
ORD IDord-bd99bf4feda742e4a693a6a44924df6c
Source noteuspto-grants-2012_09