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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1408466Generated: November 1, 2026

Oxalyl chloride → Benzofuro[3,2-d]pyrimidine-2,4(1H,3H)-dione

https://huagongshe.com/reaction/1408466

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
ReactantHCID 66988222HCID 66988222—
SolventTolueneHCID 1140—
ProductBenzofuro[3,2-d]pyrimidine-2,4(1H,3H)-dioneHCID 1235398945%

Reaction Conditions

Temperature115 °C

Reaction Steps

To a stirred solution of 3-amino-2,3-dihydrobenzofuran-2-carboxamide (82.2 mg, 0.461 mmol, 1.0 eq.) in anhydrous toluene (8 mL) under an inert atmosphere was added oxalyl chloride (70.2 mg, 553 μmol, 1.2 eq.) in a dropwise manner. The resulting mixture was heated to reflux (115° C.) for 4 hours whereupon it was cooled and stirred for a further 16 hours. The crude reaction mixture was concentrated to half of its volume and filtered to give a colorless solid (41.5 mg, 45%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08921361B2
Source datasetuspto-grants-2014_12
ORD IDord-d5c02217c7884951bb6adf80a3ddd063
Source noteuspto-grants-2014_12