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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 555570Generated: October 25, 2026

p-Toluenesulfonic acid → 2-(4-benzyloxy-3,5-dimethyl-phenyl)-5,7-dimethoxy-3H-quinazolin-4-one

https://huagongshe.com/reaction/555570

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant4-(Benzyloxy)-3,5-dimethylbenzaldehydeHCID 563557—
Reactant2-Amino-4,6-dimethoxybenzamideHCID 20349016—
ReactantSodium BisulfiteHCID 23665763—
SolventWaterHCID 962—
SolventDimethylacetamideHCID 31374—
Product2-(4-benzyloxy-3,5-dimethyl-phenyl)-5,7-dimethoxy-3H-quinazolin-4-oneHCID 13603799579%

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of 2-amino-4,6-dimethoxy-benzamide (0.71 g, 3.71 mmol), 3,5-dimethyl-4-benzyloxy benzaldehyde (0.94 g, 3.90 mmol), sodium hydrogensulfite (0.68 g, 3.90 mmol) and p-toluenesulfonic acid (70 mg, 0.37 mmol) in N,N-dimethylacetamide (25 mL) was stirred at 150° C. for 16 h. The reaction mixture was cooled to room temperature and diluted with water (200 mL). The resulting solid was collected by filtration and washed with hexanes to afford 2-(4-benzyloxy-3,5-dimethyl-phenyl)-5,7-dimethoxy-3H-quinazolin-4-one as a white solid (1.2 g, 79%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08053440B2
Source datasetuspto-grants-2011_11
ORD IDord-95bff62bdef84e28bb4981c7a1aba58c
Source noteuspto-grants-2011_11