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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1384861Generated: 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/1384861

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 numberUS06262044B1
Source datasetuspto-grants-2001_07
ORD IDord-fe50e3e5647a4d24abed25001418e834
Source noteuspto-grants-2001_07