Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 649187Generated: October 30, 2026

Ethanol → 2-[(3,5-Dimethyl-4-methoxy-2-pyridyl)methylthio]-imidazo[4,5-b]pyridine

https://huagongshe.com/reaction/649187

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantThioureaHCID 2723790—
Reactant2-(Chloromethyl)-3,5-dimethyl-4-methoxypyridine hydrochlorideHCID 11694258—
Reactant2-Chloro-1H-imidazo[4,5-b]pyridineHCID 14626210—
SolventWaterHCID 962—
Product2-[(3,5-Dimethyl-4-methoxy-2-pyridyl)methylthio]-imidazo[4,5-b]pyridineHCID 13768253—

Reaction Steps

737 Milligrams of 2-chloro-imidazo[4,5-b]pyridine, 0.4 g of thiourea and 20 ml of ethanol were mixed together and this mixture was refluxed for 2 hours. Next, 666 mg of 2-chloromethyl-3,5-dimethyl-4-methoxypyridine hydrochloride was added to the reaction mixture and refluxed for 5 hours. After the reaction was completed, ethanol was removed by evaporation, then to the residue thus obtained was added water and this solution was extracted with chloroform. The chloroform extract was dried with anhydrous magnesium sulfate and chloroform was removed by evaporation. The residue thus obtained was recrystallized from ethanol to obtain 450 mg of 2-[(3,5-dimethyl-4-methoxy-2-pyridyl)methylthio]imidazo[4,5-b]pyridine in the form of white powdery crystals. Melting point: 186°-188° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04738970
Source datasetuspto-grants-1988_04
ORD IDord-04074036e23b4575b623d84749e2c94b
Source noteuspto-grants-1988_04