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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 591746Generated: November 1, 2026

p-Toluenesulfonic acid → HCID 136183437, compound

https://huagongshe.com/reaction/591746

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactant2-Amino-4,6-dimethoxybenzamideHCID 20349016—
ReactantSodium BisulfiteHCID 23665763—
ReactantHCID 61669341HCID 61669341—
SolventDimethylacetamideHCID 31374—
ProductHCID 136183437HCID 136183437—

Reaction Conditions

Temperature115 °C

Reaction Steps

To a solution of 2-amino-4,6-dimethoxy-benzamide (497 mg, 2.53 mmol) and 4-(4-hydroxybutoxy)-3,5-dimethyl benzaldehyde (660 mg, 2.53 mmol) in N,N-dimethyl acetamide (10 mL), NaHSO3 (58.5 wt %, 496 mg, 2.79 mmol) and p-TSA (96 mg, 0.50 mmol) were added and the reaction mixture was heated at 115° C. for 16 hours and then cooled to room temperature. The solvent was removed under reduced pressure. Water (100 mL) was added and stirred for 1 hour at room temperature. The solid separated was filtered and dried. The solid was further washed with diethyl ether to give product 2-[4-(4-hydroxy-butoxy)-3,5-dimethyl-phenyl]-5,7-dimethoxy-3H-quinazolin-4-one as a white solid. Yield: 1.69 g (82%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238640B2
Source datasetuspto-grants-2016_01
ORD IDord-bcac9f3aa7224203b08fca632ffcd590
Source noteuspto-grants-2016_01