Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1449442Generated: October 26, 2026

Methanol → 4-Chloro-6-methoxy-2-(methylthio)pyrimidine

https://huagongshe.com/reaction/1449442

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant4,6-Dichloro-2-(methylthio)pyrimidineHCID 80531—
SolventTetrahydrofuranHCID 8028—
Product4-Chloro-6-methoxy-2-(methylthio)pyrimidineHCID 9836999—

Reaction Steps

4,6-dichloro-2-(methylthio)pyrimidine (Compound IV-5) (19.5 g, 0.100 mol) was dissolved in tetrahydrofuran (200 ml) just after distilled, then methyl alcohol (3.2 g, 0.100×1.0 mol) was added thereto. While cooling with ice, 60% sodium hydride (4.4 g, 0.100×1.1 mol) was added thereto while stirring. After stirred for 3 hours, the reaction solution was poured into water and extracted with toluene. The organic phase was washed with saturated aqueous sodium chloride, dried over anhydrous sodium sulfate and filtered, and thereafter, the solvent was distilled off to obtain the compound (IV-29).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05599770
Source datasetuspto-grants-1997_02
ORD IDord-cadad98409cc438ebbfce371ac13aa94
Source noteuspto-grants-1997_02