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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 533594Generated: October 29, 2026

Dimethylformamide → 2-(2-ethylsulfanylphenyl)-3-methyl-6-trifluoromethyl-3H-imidazo[4,5-b]pyridine

https://huagongshe.com/reaction/533594

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantN2-Methyl-5-(trifluoromethyl)pyridine-2,3-diamineHCID 2735930—
Reactant2-(Ethylsulfanyl)benzaldehydeHCID 13082726—
ReactantSodium BisulfiteHCID 23665763—
SolventWaterHCID 962—
Product2-(2-ethylsulfanylphenyl)-3-methyl-6-trifluoromethyl-3H-imidazo[4,5-b]pyridineHCID 8670819161.8%

Reaction Conditions

Temperature160 °C

Reaction Steps

A mixture of N2-methyl-5-trifluoromethylpyridin-2,3-diamine (1.0 g), 2-ethylsulfanylbenzaldehyde (0.96 g), sodium hydrogen sulfite (1.80 g), sodium hydrogen sulfite (1.80 g) and DMF (10 ml) was stirred with heating at 160° C. for 5 hours. The reaction mixture was ice-cooled, and water was added thereto. The precipitated crystal was collected by filtration, and washed with water, then hexane. The obtained crystal was dried under reduced pressure to give 1.09 g of 2-(2-ethylsulfanylphenyl)-3-methyl-6-trifluoromethyl-3H-imidazo[4,5-b]pyridine (hereinafter referred to as Present Compound 4).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853238B2
Source datasetuspto-grants-2014_10
ORD IDord-fff5c19b62c84b25acd0b65b53431868
Source noteuspto-grants-2014_10