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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1900644Generated: October 29, 2026

Thionyl Chloride → 4-chloroquinazoline-6-carbonitrile

https://huagongshe.com/reaction/1900644

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
ReactantHCID 178513571HCID 178513571—
SolventPhosphorus oxychlorideHCID 24813—
Product4-chloroquinazoline-6-carbonitrileHCID 10012727—

Reaction Steps

A mixture comprising 2 g of 4-hydroxy-6-carbamoylquinazoline, 30 ml of thionyl chloride and 60 ml of phosphorus oxychloride was heated under reflux for 20 hours. The reaction mixture was concentrated under a reduced pressure and the obtained residue was dissolved in 100 ml of ethyl acetate. The obtained solution was washed with water (150 ml), dried over magnesium sulfate and concentrated under a reduced pressure. The obtained residue was introduced into a silica gel column, followed by eluting with ethyl acetate and acetone to give 800 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05576322
Source datasetuspto-grants-1996_11
ORD IDord-6579ea8e0c0340f78ed6d1c313bc3504
Source noteuspto-grants-1996_11