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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 847155Generated: October 30, 2026

Methyl iodide → 5-(2-hydroxyethyl)-6-methyl-2-(methylsulfanyl)-4(3H)-pyrimidinone

https://huagongshe.com/reaction/847155

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium MethoxideHCID 10942334—
Reactant5-(2-hydroxyethyl)-6-methyl-2-sulfanyl-1H-pyrimidin-4-oneHCID 178433553—
SolventMethanolHCID 887—
Product5-(2-hydroxyethyl)-6-methyl-2-(methylsulfanyl)-4(3H)-pyrimidinoneHCID 13541115478%

Reaction Steps

To a stirred suspension of 90 parts of 5-(2-hydroxyethyl)-2-mercapto-6-methyl-4(3H)-pyrimidinone in 320 parts of methanol were added 90 parts of a sodium methoxide solution 30%. After stirring for 20 minutes, 72 parts of iodomethane were added and the whole was stirred and refluxed for 3 hours. The reaction mixture was evaporated in vacuo and water was added to the residue. The precipitated product was filtered off and crystallized from ethanol, yielding 78 parts (78%) of 5-(2-hydroxyethyl)-6-methyl-2-(methylthio)-4(3H)-pyrimidinone (interm. 1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05140029
Source datasetuspto-grants-1992_08
ORD IDord-916701acee6c4b859a7c0eb630d48502
Source noteuspto-grants-1992_08