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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2357876Generated: November 3, 2026

Methyl 3-oxovalerate → 5-ethyl-2-mercapto-3H-pyrano[2,3-d]pyrimidine-4,7-dione

https://huagongshe.com/reaction/2357876

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 3-oxovalerateHCID 121699—
ReactantHCID 178516656HCID 178516656—
SolventWaterHCID 962—
Product5-ethyl-2-mercapto-3H-pyrano[2,3-d]pyrimidine-4,7-dioneHCID 5332268937.3%

Reaction Steps

A mixture of 4,6-dihydroxy-2-mercapto-pyrimidine (20.0 g, 138.7 mmol) and methyl propionylacetate (21.8 mL, 173.4 mmol) was heated at 165° C. until the ester was completely reacted. The reaction mixture was cooled down and poured into water (75 mL) and then filtered through a sintered funnel. The solid residue was washed with water (2×20 mL) and dried under vacuum to yield 5-ethyl-2-thioxo-2,3-dihydro-1h-pyrano[2,3-d]pyrimidine-4,7-dione (11.6 g, 37%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07763623B2
Source datasetuspto-grants-2010_07
ORD IDord-d62789bdd174400d9486b7cb4ea4beee
Source noteuspto-grants-2010_07