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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1628505Generated: November 3, 2026

Dimethylamine → N,N,4-Trimethyl-5-nitropyridin-2-amine

https://huagongshe.com/reaction/1628505

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylamineHCID 674—
Reactant2-Chloro-4-methyl-5-nitropyridineHCID 345364—
SolventTetrahydrofuranHCID 8028—
ProductN,N,4-Trimethyl-5-nitropyridin-2-amineHCID 2185717499%

Reaction Conditions

Temperature0 °C

Reaction Steps

Dimethylamine (50% solution in water, 20 mL) was added to a stirred solution of 2-chloro-4-methyl-5-nitropyridine (15.0 g, 86.9 mmol) in tetrahydrofuran (150 mL), and the mixture was stirred at 0° C. for 2 hr. The mixture was concentrated in vacuo, diluted with saturated aqueous sodium hydrogen carbonate and extracted with ethyl acetate. The combined organic layer was washed with brine, dried over anhydrous magnesium sulfate, filtered and concentrated in vacuo to give the title compound as a yellow solid (15.7 g, 86.6 mmol, 99%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08785460B2
Source datasetuspto-grants-2014_07
ORD IDord-10ff3fb2e3f64583826c6c984fb20f43
Source noteuspto-grants-2014_07