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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 651631Generated: October 31, 2026

Water → 4-chloro-6-methylquinazoline

https://huagongshe.com/reaction/651631

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantPhosphorus oxychlorideHCID 24813—
Reactant6-methylquinazolin-4-olHCID 135452442—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
Product4-chloro-6-methylquinazolineHCID 940217—

Reaction Steps

6-Methyl-3H-quinazolin-4-one (1.1 g, 6.9 mmol) is dissolved in toluene (70 mL). To the solution is added triethyl amine (1.82 g, 18 mmol) and P(O)Cl3 (1.06 g, 6.9 mmol). The solution is heated to reflux. After 3 h, the solution is poured into water (100 mL). The solution is diluted with EtOAc (200 mL). The layers are separated. The organic layer is washed with water, saturated NaHCO3 (aq.) and saturated NaCl (aq.). The organic layer is dried over MgSO4, filtered and concentrated. The title compound is obtained as an oil (0.75 g, 4.2 mmol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06281227B1
Source datasetuspto-grants-2001_08
ORD IDord-029e8cce28894ec8801d7129c6782a6c
Source noteuspto-grants-2001_08