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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1075326Generated: October 31, 2026

Dimethylformamide → 2-(Chloromethyl)-1-methyl-4-nitrobenzene

https://huagongshe.com/reaction/1075326

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPhosphorus oxychlorideHCID 24813—
ReactantN-(2-methyl-5-nitrobenzyl)acetamideHCID 13115425—
SolventO-XyleneHCID 7237—
Product2-(Chloromethyl)-1-methyl-4-nitrobenzeneHCID 18795285%

Reaction Steps

A solution of N-(2-methyl-5-nitrobenzyl)acetamide (3.12 g; 0.015 mol), phosphorus oxychloride (5.12 g; 0.032 mol) and dimethylformamide (2.19 g; 0.03 mol) in xylene (50 ml) is refluxed for one hour. The reaction mixture is then washed with water and the solvent evaporated. This treatment produces 2.36 g (i.e., 85% yield) of product having a melting point of 56° to 62° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04395577
Source datasetuspto-grants-1983_07
ORD IDord-c16194a0f528498b88877b1dd3a9842e
Source noteuspto-grants-1983_07