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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1085303Generated: October 25, 2026

Dimethylformamide → Alpha-chloro-3-methyl-4-nitrotoluene

https://huagongshe.com/reaction/1085303

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantThionyl ChlorideHCID 24386—
Reactant3-Methyl-4-nitrobenzyl alcoholHCID 591360—
SolventTolueneHCID 1140—
ProductAlpha-chloro-3-methyl-4-nitrotolueneHCID 87687—

Reaction Steps

3-methyl-4-nitrobenzylalcohol (2 g) and 0.2 ml of DMF were dissolved in 20 ml of toluene. The solution was added with 1 ml of thionyl chloride and stirred under heating with reflux for 3 hours. The reaction mixture was concentrated and thus 2.2 g of an oil, 3-methyl-4-nitrobenzyl chloride, was obtained. This compound was used for the following reaction without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05008267
Source datasetuspto-grants-1991_04
ORD IDord-76a07a9825f5482d870a479fd38b9eec
Source noteuspto-grants-1991_04