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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 481482Generated: October 30, 2026

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

https://huagongshe.com/reaction/481482

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 δ9.07(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 numberUS05789427
Source datasetuspto-grants-1998_08
ORD IDord-91d818aabff64ff2b5d993b13badf614
Source noteuspto-grants-1998_08