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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1510619Generated: November 4, 2026

Water → N-(1,3-dioxolan-2-ylmethyl)-6-methoxy-3-nitropyridin-2-amine

https://huagongshe.com/reaction/1510619

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl AcetateHCID 8857—
Reactant2-Chloro-6-methoxy-3-nitropyridineHCID 2795029—
Reactant1-(1,3-Dioxolan-2-yl)methanamineHCID 10855394—
SolventDimethylformamideHCID 6228—
SolventTriethylamineHCID 8471—
ProductN-(1,3-dioxolan-2-ylmethyl)-6-methoxy-3-nitropyridin-2-amineHCID 5781522599.7%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 1.1 g of 1-(1,3-dioxolan-2-yl)methanamine in 10 mL of N,N-dimethylformamide, 1.6 mL of triethylamine and 2.0 g of 2-chloro-6-methoxy-3-nitropyridine were added at room temperature, and the mixture was stirred at 55 to 65° C. for 1 hour. The reaction mixture was cooled to room temperature, and ethyl acetate and water were then added thereto. The organic layer was separated, and the aqueous layer was extracted with ethyl acetate. The organic layer and the extract were combined, the resultant solution was washed sequentially with water and a saturated aqueous sodium chloride solution and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure to obtain 2.7 g of N-(1,3-dioxolan-2-ylmethyl)-6-methoxy-3-nitropyridin-2-amine as a yellow solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08211908B2
Source datasetuspto-grants-2012_07
ORD IDord-ebd6723cb8eb419d870ab7478b35be55
Source noteuspto-grants-2012_07