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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1358728Generated: October 30, 2026

N,N-Dimethylaniline → 4-Chloro-8-methylquinazoline

https://huagongshe.com/reaction/1358728

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN,N-DimethylanilineHCID 949—
ReactantHexaneHCID 8058—
ReactantPhosphorus oxychlorideHCID 24813—
Reactant8-Methylquinazolin-4(1H)-oneHCID 135471300—
SolventTolueneHCID 1140—
Product4-Chloro-8-methylquinazolineHCID 18185618—

Reaction Steps

4 g of 8-methyl 4-quinazolinone, 5 ml POCl3 and 5 ml dimethyl aniline in 40 ml toluene were refluxed 3.5 hours. Workup and trituration with hexane gave 2.6 g of 8-methyl 4 chloro quinazoline, mp-122° C. NMR CDCl3 δ 9.07 (1H, S), 8.12 (1H, d, J=7.7 Hz), 7.8 (1H, d, J=6.0 Hz), 7.60 (1H, t), 2.78 (3H, S).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06596878B2
Source datasetuspto-grants-2003_07
ORD IDord-f3187c97ffbc40c494accd90541594cd
Source noteuspto-grants-2003_07