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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2380994Generated: October 31, 2026

Hydrochloric Acid → (2-Chloromethyl-quinazolin-4-yl)-(4-methoxy-phenyl)-methyl-amine

https://huagongshe.com/reaction/2380994

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantChloroacetonitrileHCID 7856—
ReactantMethyl AnthranilateHCID 8635—
Reactant1,4-DioxaneHCID 31275—
Reactant2-(chloromethyl)quinazolin-4(3H)-oneHCID 135417374—
Product(2-Chloromethyl-quinazolin-4-yl)-(4-methoxy-phenyl)-methyl-amineHCID 1135891479.6%

Reaction Conditions

Temperature80 °C

Reaction Steps

2-Chloromethyl-quinazolin-4(3H)-one: To a solution of 2-amino-benzoic acid methyl ester (0.26 ml, 2 mmol) and chloro-acetonitrile (0.16 ml, 4.0 mmol) in dioxane (8 ml) at room temperature was added concentrated HCl (1.0 ml) dropwise. The mixture was heated at 80° C. for 24 h and then cooled to room temperature. The resulting solid was collected and dissolved in water (10 ml), and the solution was neutralized with 2 N NaOH aqueous to pH 7. The precipitation was collected by filtration, then washed with water and dried to give 309 mg (79.6%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08258145B2
Source datasetuspto-grants-2012_09
ORD IDord-08bc196edae1414e942d42f5e6509559
Source noteuspto-grants-2012_09