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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 478055Generated: October 26, 2026

Acetic Acid → 2-cyclopropyl-1,6,7,8-tetrahydrothiopyrano[3,2-d]pyrimidin-4-one

https://huagongshe.com/reaction/478055

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
ReactantCyclopropanecarboximidamide hydrochlorideHCID 2781916—
ReactantSodiumHCID 5360545—
Reactantethyl 3-oxotetrahydro-2H-thiopyran-2-carboxylateHCID 12269128—
SolventMethanolHCID 887—
Product2-cyclopropyl-1,6,7,8-tetrahydrothiopyrano[3,2-d]pyrimidin-4-oneHCID 17851739881.5%

Reaction Conditions

Temperature25 °C

Reaction Steps

Sodium metal (3.94 g, 0.17 g atom) was dissolved in methanol (150 ml) and cyclopropylcarboxamidine hydrochloride (21.0 g, 0.174 mol) was added followed after 1/4 hour stirring by the addition of ethyl 3-oxotetrahydrothiopyran-2-carboxylate (27.2 g, 0.145 mol). The reaction mixture was stirred at 25° C. for 18 hours then treated with ice water (200 ml) and neutralized with acetic acid to give 24.6 g of the title compound which melted at 249°-250° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04889856
Source datasetuspto-grants-1989_12
ORD IDord-63e8f16c4af64e829031dfc52864b3c0
Source noteuspto-grants-1989_12