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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1649241Generated: October 25, 2026

Phosphoric Acid → Vesnarinone

https://huagongshe.com/reaction/1649241

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphoric AcidHCID 1004—
ReactantSodium HydroxideHCID 14798—
Reactant6-amino-3,4-dihydroquinolin-2(1H)-oneHCID 4912759—
ReactantN,N-bis(2-hydroxyethyl)-3,4-dimethoxybenzamideHCID 20144316—
SolventWaterHCID 962—
ProductVesnarinoneHCID 566371.4%

Reaction Steps

A mixture of 2.7 g of 6-amino-3,4-dihydrocarbostyril, 5.9 g of N,N-bis(2-hydroxyethyl)-3,4-dimethoxybenzamide and 8.6 g of 85% phosphoric acid was reacted at 165° to 175° C. for 4.5 hours while stirring. After allowing to cool, to the reaction mixture was added dropwise about 50 ml of water to dissolve. The solution was neutralized with an aqueous 48% sodium hydroxide solution and extracted with chloroform. After drying the extract over potassium carbonate, chloroform was distilled off. Recrystallization of the residue from ethanol-chloroform gave 4.7 g of 6-[4-(3,4-dimethoxybenzoyl)-1-piperazinyl]-3,4-dihydrocarbostyril, m.p. 238°-239.5° C., colorless granules.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04415572
Source datasetuspto-grants-1983_11
ORD IDord-41d2bcafaa9446f1a222956d6f3d9107
Source noteuspto-grants-1983_11