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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 718314Generated: October 30, 2026

Dimethyl Sulfone → 2-amino-6-(4-fluorophenyl)thieno[2,3-d]pyrimidin-4(3H)-one

https://huagongshe.com/reaction/718314

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoneHCID 6213—
ReactantAmmonium HydroxideHCID 14923—
ReactantChloroformamidinium chlorideHCID 3084509—
ReactantEthyl 2-amino-5-(4-fluorophenyl)thiophene-3-carboxylateHCID 21529229—
SolventWaterHCID 962—
Product2-amino-6-(4-fluorophenyl)thieno[2,3-d]pyrimidin-4(3H)-oneHCID 5094166295%

Reaction Conditions

Temperature125 °C

Reaction Steps

A mixture of ethyl 2-amino-5-(4-fluorophenyl)thiophene-3-carboxylate (0.3 g, 1.13 mmol), chloroformamidine hydrochloride (0.33 g, 2.83 mmol) and dimethylsulfone (0.53 g, 5.65 mmol) was heated at 120-130° C. for 30 minutes. After cooling down to room temperature, water (10 ml) was added and ammonium hydroxide was used to neutralize the suspension. The solid was filtered off, washed with water and dried. The crude residue was purified by flash chromatography on silica gel (CH2Cl2/MeOH 10:1) to yield the title compound as a white solid (0.28 g, 95%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193741B2
Source datasetuspto-grants-2015_11
ORD IDord-7c3cfd1039e347a886d8d0e476a34e8f
Source noteuspto-grants-2015_11