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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 416552Generated: October 29, 2026

Water → 5,6-Dimethyl-2-methoxy-3-nitropyridine

https://huagongshe.com/reaction/416552

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDiethyl EtherHCID 3283—
Reactant2-Chloro-5,6-dimethyl-3-nitropyridineHCID 10081149—
ReactantSodium MethoxideHCID 10942334—
SolventMethanolHCID 887—
Product5,6-Dimethyl-2-methoxy-3-nitropyridineHCID 2226647782.6%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 28% sodium methoxide (1.11 mL) and methanol (5.5 mL) was added dropwise a solution of 2-chloro-5,6-dimethyl-3-nitropyridine (1-013-05) (837 mg) in methanol (6.6 mL) for 5 min at room temperature under nitrogen atmosphere, and the reaction mixture was heated with stirring in oil-bath at 50° C. for 7 h. To the reaction mixture was added diethyl ether and the reaction mixture was poured into water, extracted with twice with diethyl ether, washed once with water, and dried over magnesium sulfate. The solvent was evaporated under reduced pressure to give 5,6-dimethyl-2-methoxy-3-nitropyridine (1-013-06) (675 mg, 82.6%, m.p.: 71-73° C.) as an orange crystal.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08088924B2
Source datasetuspto-grants-2012_01
ORD IDord-6b6504aa88164f738861a16a2e58078d
Source noteuspto-grants-2012_01