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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1638594Generated: November 3, 2026

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

https://huagongshe.com/reaction/1638594

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 numberUS04880815
Source datasetuspto-grants-1989_11
ORD IDord-019b7beb523b4589b8e1ed987ec887d0
Source noteuspto-grants-1989_11