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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 515439Generated: October 29, 2026

Methanesulfonic Acid → 2-Mercapto-3-methyl-6-(pyrimidin-4-YL)-3H-pyrimidin-4-one

https://huagongshe.com/reaction/515439

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanesulfonic AcidHCID 6395—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantMethylthioureaHCID 2723704—
ReactantEthyl 3-oxo-3-(pyrimidin-4-yl)propanoateHCID 11961458—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Product2-Mercapto-3-methyl-6-(pyrimidin-4-YL)-3H-pyrimidin-4-oneHCID 17848167878%

Reaction Steps

A solution of ethyl 3-oxo-3-(4-pyrimidyl)propionate (34.1 g, 176 mmol), N-methyl thiourea (47.5 g, 527 mmol) and 1,8-diazabicyclo[5,4,0]-7-undecene (26.3 ml, 176 mmol) in ethanol (340 ml) was refluxed for 2 hours and the solution of methanesulfonic acid (16.9 g, 176 mmol) in water (70 ml) was added after cooling by ice-water. The precipitate was washed with water, filtered and dried to give the title compound (30.2 g, 78%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09108957B2
Source datasetuspto-grants-2015_08
ORD IDord-ac8eeacccb1d48179905b62cb47d5d59
Source noteuspto-grants-2015_08