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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 469840Generated: October 27, 2026

Dimethylformamide → 1,3-dimethyl-5-nitropyridin-2(1H)-one

https://huagongshe.com/reaction/469840

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant1-Hydroxy-3-methyl-5-nitropyridineHCID 67457838—
Product1,3-dimethyl-5-nitropyridin-2(1H)-oneHCID 4657526—

Reaction Steps

A mixture of 1 g (6.49 mmol) 1-hydroxy-3-methyl-5-nitropyridine, 0.197 g (7.8 mmol) NaH and 0.61 ml (9.73 mmol) MeI in 20 ml DMF is stirred at room temperature for 20 h. Then the reaction mixture is poured on water and extracted 3× with EtOAc. The combined organic layers are washed with water and saturated NaCl solution, dried over MgSO4, filtered and the filtrate is concentrated in vacuo to afford the title compound as off-white crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08629168B2
Source datasetuspto-grants-2014_01
ORD IDord-a0a2de63eef8454381f57c8dc7026196
Source noteuspto-grants-2014_01