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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1972166Generated: October 30, 2026

Dimethylformamide → HCID 22442122, compound

https://huagongshe.com/reaction/1972166

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium hydrideHCID 24758—
Reactant2-Methylpyridin-3-olHCID 70719—
Reactant2-Chloro-4-nitropyridineHCID 735152—
SolventWaterHCID 962—
ProductHCID 22442122HCID 2244212290%

Reaction Steps

Sodium hydride (1.07 g, 42.3 mmol) was added to DMF (25 mL). 3-Hydroxy-2-methylpyridine (4.40 g, 40.3 mmol) was slowly added to the mixture and the reaction was stirred for 1 hour. 2-Chloro-4-nitropyridine (6.71 g, 42.3 mmol) was added and the reaction was stirred overnight at ambient temperature. Water was added and the reaction mixture was extracted with ethyl acetate. The organic layer was washed with water, dried and concentrated to give the title compound (8.0 g, 90% yield) as a yellow oil, which solidified upon standing at ambient temperature.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08431713B2
Source datasetuspto-grants-2013_04
ORD IDord-4809731b9e334f94baf0eff92b975cf9
Source noteuspto-grants-2013_04