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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1382756Generated: November 1, 2026

Water → Tilnoprofen Arbamel

https://huagongshe.com/reaction/1382756

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactant2-chloro-N,N-dimethylacetamideHCID 75886—
ReactantTilnoprofenic acidHCID 3080818—
SolventDimethylformamideHCID 6228—
ProductTilnoprofen ArbamelHCID 16407290.1%

Reaction Conditions

Temperature75 °C

Reaction Steps

Under a nitrogen atmosphere, 5.4 g of α,2-dimethyl-5H-[1]-benzopyrano [2,3-b]pyridine-7-acetic acid is dissolved in 22 ml of dimethylformamide, whereafter 1.9 g of potassium carbonate and 2.7 g of N,N-dimethyl-2-chloroacetamide are added, and the mixture is stirred at 75° C. for 2 hours. Under cooling with ice, 50 ml of water is added to the resulting reaction mixture. The precipitated crystals are collected by filtration and washed with water, and then recrystallized from isopropyl alcohol to obtain 6.4 g of N,N-dimethylcarbamoylmethyl α,2-dimethyl-5H-[1]benzopyrano[2,3-b]-pyridine-7acetate as white crystals having a melting point of 150° to 151° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04808593
Source datasetuspto-grants-1989_02
ORD IDord-bfbfe8095ec74ec293339134743d34ef
Source noteuspto-grants-1989_02