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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2189017Generated: October 29, 2026

Formamide → 5,6,7,8-Tetrahydro(1)benzothieno(2,3-D)pyrimidin-4(3H)-one

https://huagongshe.com/reaction/2189017

Reaction equation

Participants

RoleNameHCIDCharge
ReactantFormamideHCID 713—
ReactantEthyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylateHCID 78262—
ReactantAmmonium AcetateHCID 517165—
SolventWaterHCID 962—
Product5,6,7,8-Tetrahydro(1)benzothieno(2,3-D)pyrimidin-4(3H)-oneHCID 9861482.9%

Reaction Conditions

Temperature140 °C

Reaction Steps

A mixture of ethyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate (0.7 g, 3.1 mmole), ammonium acetate (0.31 g, 4.04 mmole) and formamide (0.67 ml, 16.8 mmole), was stirred under reflux at 140° C. for 13 hours. It was then cooled, diluted with water (20 ml), extracted with ethyl acetate (3×35 ml), dried, concentrated and purified by column chromatography to obtain the pure 5,6,7,8-tetrahydrobenzothieno[2,3-d]pyrimidin-4(3H)-one of Formula (4-A09) (0.53 gm, 82%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08324227B2
Source datasetuspto-grants-2012_12
ORD IDord-ea34f81d4bbd4c18bccf29efdb55b453
Source noteuspto-grants-2012_12