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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1507475Generated: October 27, 2026

Hydrochloric Acid → 4-Chloro-6-methoxy-2-(methylthio)pyrimidine

https://huagongshe.com/reaction/1507475

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant4,6-Dichloro-2-(methylthio)pyrimidineHCID 80531—
ReactantSodium MethoxideHCID 10942334—
SolventMethanolHCID 887—
Product4-Chloro-6-methoxy-2-(methylthio)pyrimidineHCID 9836999—

Reaction Conditions

Temperature0 °C

Reaction Steps

4,6-Dichloro-2-(methylthio)pyrimidine (40 g, 205 mmol) was dissolved in methanol (1025 mL) and cooled to 0° C. Sodium methoxide (55.4 g, 1025 mmol) was added slowly and the mixture was stirred at room temperature for 18 h. 300 mL of 3 M HCl was added and the methanol was evaporated. Additional water (500 mL) was added and the mixture was filtered, washed with water and dried to give the title compound as a white solid. 1H NMR (CDCl3) δ 6.41 (s, 1H), 3.97 (s, 3H), 2.55 (s, 3H); LCMS 2.40 min, 191 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09221809B2
Source datasetuspto-grants-2015_12
ORD IDord-8bf095d96918451b8e2dce2fd00c7320
Source noteuspto-grants-2015_12