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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1379895Generated: October 31, 2026

Methanesulfonic Acid → 5-Dimethylaminomethylfurfuryl chloride hydrochloride

https://huagongshe.com/reaction/1379895

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanesulfonic AcidHCID 6395—
ReactantThionyl ChlorideHCID 24386—
Reactant((2-(Hydroxymethyl)-5-furyl)methyl)ammonium chlorideHCID 3086123—
SolventAcetonitrileHCID 6342—
Product5-Dimethylaminomethylfurfuryl chloride hydrochlorideHCID 12954792—

Reaction Conditions

Temperature10 °C

Reaction Steps

Combine 5-[(dimethylamino)methyl]-furfuryl alcohol hydrochloride (1.72 kg, 8.97 mol) and acetonitrile (4.3 L). Cool to about 10° C. Add thionyl chloride (1.02 kg, 8.54 mol) dropwise, while maintaining the temperature of the reaction at below about 40° C. After the addition of thionyl chloride is complete, add methanesulfonic acid (1.3 kg, 13.5 mol). Distill to remove about 1.8 L of distillate to give the title compound as a solution.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05672724
Source datasetuspto-grants-1997_09
ORD IDord-82f011ea3df240f298bd03a1f2836efc
Source noteuspto-grants-1997_09