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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1750862Generated: October 31, 2026

Water → 7-Bromo-4-chlorothieno[3,2-d]pyrimidine

https://huagongshe.com/reaction/1750862

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDimethylformamideHCID 6228—
ReactantOxalyl chlorideHCID 65578—
Reactant7-Bromothieno(3,2-d)pyrimidin-4-olHCID 135743712—
SolventDichloromethaneHCID 6344—
Product7-Bromo-4-chlorothieno[3,2-d]pyrimidineHCID 1665526685%

Reaction Steps

Dimethylformamide (25.8 mL, 0.33 mol) and dichloromethane (150 mL) were added to a reactor. Oxalyl chloride (46.4 mL, 0.53 mol) diluted with dichloromethane (150 mL) at room temperature was added to the reactor for about 30 minutes. 7-bromothieno[3,2-d]pyrimidin-4(3H)-one (35 g, 0.15 mol) was added thereto, and then, the reaction solution was heated to reflux for 3 hours. The temperature of the reaction solution was lowered and water was carefully added thereto. The organic layer was separated, and the aqueous layer was subjected to extraction using dichloromethane. The extracted organic layer was dried over anhydrous sodium sulfate. The dried organic layer was filtered and distilled under reduced pressure, and dried with nitrogen gas to obtain the title compound (30.5 g, 85%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156852B2
Source datasetuspto-grants-2015_10
ORD IDord-e42a4dfe52444fa8a945854ba5058f7a
Source noteuspto-grants-2015_10