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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1934804Generated: October 27, 2026

N,N-Diethylaniline → 2-Chloro-5,6,7,8-tetrahydroquinazoline

https://huagongshe.com/reaction/1934804

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N-DiethylanilineHCID 7061—
ReactantPhosphorus oxychlorideHCID 24813—
Reactant5,6,7,8-Tetrahydro-2(1H)-quinazolinoneHCID 178517550—
Product2-Chloro-5,6,7,8-tetrahydroquinazolineHCID 12933876—

Reaction Steps

A solution of 1 g of 2-hydroxy-5,6,7,8-tetrahydroquinazoline and 0.1 g of diethylaniline in 10 mL of phosphorus oxychloride is refluxed for 2 h, and subsequently cooled and concentrated. The residue is taken up in chloroform and washed with excess 3 N NaOH solution. The organic layer is dried and concentrated to provide 2-chloro-5,6,7,8-tetrahydroquinazoline (1.1 g) as an orange solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06384224B2
Source datasetuspto-grants-2002_05
ORD IDord-8bd56e60ba6e480f95ba9e39535a70b0
Source noteuspto-grants-2002_05