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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1160167Generated: October 27, 2026

Triethylamine → N2,N2-Dimethyl-5-nitropyridine-2,4-diamine

https://huagongshe.com/reaction/1160167

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantDimethylamine, hydrochlorideHCID 10473—
Reactant2-Chloro-5-nitropyridin-4-amineHCID 10910058—
SolventEthanolHCID 702—
ProductN2,N2-Dimethyl-5-nitropyridine-2,4-diamineHCID 59515628114%

Reaction Steps

In a microwave tube, a solution of 4-amino-2-chloro-5-nitropyridine (prepared as described for compound 9) (200 mg; 1.16 mmol) in ethanol (2 ml) was treated sequentially with dimethylamine hydrochloride (471 mg; 5.78 mmol) and triethylamine (781 μl; 6.96 mmol). The tube was quickly sealed and irradiated in the microwave (CEM Discover, 150 W, 85° C., 10 min). The ethanol was evaporated, dichloromethane (15 ml) was added to dissolve the products, and the solution washed with 1M sodium hydroxide solution (2×10 ml). The organic layer was dried (sodium sulphate), the mixture filtered and the filtrate evaporated to dryness to afford N2,N2-dimethyl-5-nitro-pyridine-2,4-diamine (240 mg, 114%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07816369B2
Source datasetuspto-grants-2010_10
ORD IDord-716ce1d8d0d143d6be227f297d4547e0
Source noteuspto-grants-2010_10