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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 580893Generated: October 30, 2026

Water → 2-(ethylthio)-5-(2-hydroxy-ethyl)-3,6-dimethyl-4(3H)-pyrimidinone

https://huagongshe.com/reaction/580893

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
ReactantPotassium HydroxideHCID 14797—
Reactant2-(ethylthio)-5-(2-hydroxyethyl)-6-methyl-4(3H)-pyrimidinoneHCID 136174419—
SolventDimethyl SulfoxideHCID 679—
Product2-(ethylthio)-5-(2-hydroxy-ethyl)-3,6-dimethyl-4(3H)-pyrimidinoneHCID 5391072146.7%

Reaction Conditions

Temperature65 °C

Reaction Steps

Potassium hydroxide (8.4 g) was added to a solution of intermediate 2 (33 g) in dimethyl sulfoxide (150 ml). The mixture was stirred for 1 hour at 60-70 ° C. The mixture was cooled to 20° C. and iodomethane (21.3 g) was added dropwise. The reaction mixture was stirred overnight at RT. The mixture was poured out into water and extracted with toluene. The separated organic layer was dried, filtered and the solvent was evaporated. The residue was crystallized from 4-methyl-2-pentanone and the precipitate was filtered off and dried, yielding 16 g (46%) of 2-(ethylthio)-5-(2-hydroxy-ethyl)-3,6-dimethyl-4(3H)-pyrimidinone (intermediate 3).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05919788
Source datasetuspto-grants-1999_07
ORD IDord-f6b2e27c89a74c049300426e677dc6d6
Source noteuspto-grants-1999_07