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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 256538Generated: October 25, 2026

Methyl Methanesulfonate → 1-(2-Hydroxyethyl)-2-methylthio-3,4,5,6-tetrahydropyrimidine mesylate

https://huagongshe.com/reaction/256538

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl MethanesulfonateHCID 4156—
Reactant1-(2-Hydroxyethyl)-3,4,5,6-tetrahydropyrimidine-2-thioneHCID 3603281—
SolventEthanolHCID 702—
Solventtert-Butyl methyl etherHCID 15413—
Product1-(2-Hydroxyethyl)-2-methylthio-3,4,5,6-tetrahydropyrimidine mesylateHCID 86747344128.8%

Reaction Steps

Then, 1-(2-hydroxyethyl)-3,4,5,6-tetrahydropyrimidine-2-thione (121.2 g) and methyl methanesulfonate (91.51 g) are heated at reflux in ethyl alcohol (200 ml) for about 2 hours and then allowed to cool to room temperature. The mixture was diluted with t-butyl methyl ether (2 liters). An oil separates which crystallizes on keeping in freezer at -20° C. Filtration and drying yields 145.7 g of 1-(2-hydroxyethyl)-2-methylthio-3,4,5,6-tetrahydropyrimidine mesylate, melting point 61.7°-62.2° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05258381
Source datasetuspto-grants-1993_11
ORD IDord-333625bfe3524323baec2a941c41e1f7
Source noteuspto-grants-1993_11