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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 390292Generated: November 1, 2026

2,4-Dichloro-5-nitropyrimidine → 2-Chloro-4-methoxy-5-nitropyrimidine

https://huagongshe.com/reaction/390292

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,4-Dichloro-5-nitropyrimidineHCID 521266—
ReactantPotassium methoxideHCID 23664618—
SolventMethanolHCID 887—
Product2-Chloro-4-methoxy-5-nitropyrimidineHCID 380161637.9%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 2,4-dichloro-5-nitropyrimidine (10 g, 51.55 mmol) in methanol (150 ml) at −10° C. a solution of potassium methanolate (3.62 g, 51.55 mmol) in methanol (150 ml) was added over a period of 10 minutes. The mixture was allowed to warm to 0° C. and the solvent was evaporated under reduced pressure at 30° C. The residue was purified by silica gel chromatography with n-heptane/ethyl acetate (3:1) as eluent affording 3.7 g (37.9%) of the title compound. 1.34 g (13.7%) 4-chloro-2-methoxy-5-nitropyrimidine was obtained as a side product

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08383641B2
Source datasetuspto-grants-2013_02
ORD IDord-209653b29e3545e2b6c8776e1aa72fa8
Source noteuspto-grants-2013_02