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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 965930Generated: November 2, 2026

Formamide → 5,6-Dihydro-3H-pyrano[4',3':4,5]thieno[2,3-D]pyrimidin-4(8H)-one

https://huagongshe.com/reaction/965930

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormamideHCID 713—
ReactantEthyl 2-amino-5,7-dihydro-4H-thieno[2,3-c]pyran-3-carboxylateHCID 10987982—
Product5,6-Dihydro-3H-pyrano[4',3':4,5]thieno[2,3-D]pyrimidin-4(8H)-oneHCID 40322442%

Reaction Steps

2-Amino-4,5-dihydro-7H-thieno[2,3-c]pyran-3-carboxylic acid ethyl ester (26 g, 0.114 mol) was dissolved in formamide (200 ml) and the resulting mixture was heated at reflux temperature for 1.5 h. After cooling to room temperature the precipitate was filtered off, washed with water (2×80 ml) and dried in vacuo at 50° C. for 18 h which afforded 10.0 g (42%) of 5,6-dihydro-8H-pyrano[4′,3′:4,5]thieno[2,3-d]pyrimidin-4-one as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06951878B2
Source datasetuspto-grants-2005_10
ORD IDord-00b6f29b7b8141d19b643869d16f4265
Source noteuspto-grants-2005_10