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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1719257Generated: October 26, 2026

Thionyl Chloride → 5-Methyl-4-imidazolecarbonyl chloride hydrochloride

https://huagongshe.com/reaction/1719257

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant5-Methyl-1H-imidazole-4-carboxylic acid hydrochloride (1:1)HCID 13160615—
SolventTolueneHCID 1140—
SolventDimethylformamideHCID 6228—
Product5-Methyl-4-imidazolecarbonyl chloride hydrochlorideHCID 2026802770.1%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a suspension of 880 g (5.4 moles) of 5-methyl-4-imidazolecarboxylic acid hydrochloride in 100 ml of dimethylformamide and 2 liters of toluene at 60° C., there was added slowly over 2 hours 790 ml (10.8 moles) of thionyl chloride. At the end of the addition, the mixture was held with good stirring for 1 hour at 80° C. It was allowed to cool, filtered, the solid was washed with 1 liter of toluene. 685 g of 5-methyl-4-imidazolecarbonyl chloride hydrochloride were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04539331
Source datasetuspto-grants-1985_09
ORD IDord-1508279536a140268bb6e1de6bc96243
Source noteuspto-grants-1985_09