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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1666377Generated: November 2, 2026

Toluene → 5-Bromo-2-(3-(chloromethyl)phenoxy)pyrimidine

https://huagongshe.com/reaction/1666377

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantThionyl ChlorideHCID 24386—
Reactant(3-(5-Bromopyrimidin-2-yloxy)phenyl)methanolHCID 63869081—
SolventDichloromethaneHCID 6344—
Product5-Bromo-2-(3-(chloromethyl)phenoxy)pyrimidineHCID 6687672297%

Reaction Steps

(3-(5-Bromopyrimidin-2-yloxy)phenyl)methanol (0.790 g, 2.81 mmol) in dichloromethane (9 mL) was cooled to 0° C. and treated dropwise with thionyl chloride (0.215 mL, 2.95 mmol). The reaction mixture was allowed to warm to ambient temperature and stirred for 1 h. Toluene (5 mL) was added and the mixture was concentrated to give the title compound (0.815 g, 97% yield) as a semi-solid. MS (APCI) M+1=299.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08044052B2
Source datasetuspto-grants-2011_10
ORD IDord-b27e70a88f364a468843a5c32c34da9e
Source noteuspto-grants-2011_10