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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1382757Generated: November 5, 2026

Chloroacetamide → carbamoylmethyl alpha,2-dimethyl-5H-[1]benzopyrano [2,3-b]pyridine-7-acetate

https://huagongshe.com/reaction/1382757

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroacetamideHCID 6580—
ReactantPotassium CarbonateHCID 11430—
ReactantTilnoprofenic acidHCID 3080818—
SolventDimethylformamideHCID 6228—
Productcarbamoylmethyl alpha,2-dimethyl-5H-[1]benzopyrano [2,3-b]pyridine-7-acetateHCID 1435045582.5%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 2.7 g of α,2-dimethyl-5H-[1]benzopyrano [2,3-b]pyridine-7-acetic acid in 15 ml of dimethylformamide are added 0.8 g of potassium carbonate and 1.1 g of 2-chloroacetamide, and stirred at 80° C. for 1 hour under a nitrogen atmosphere. The reaction mixture is poured into ice water, and the precipitated crystals are collected by filtration, washed with water, and then recrystallized from ethanol to obtain 2.7 g of carbamoylmethyl α,2-dimethyl-5H-[1]benzopyrano [2,3-b]pyridine-7-acetate as white crystals having a melting point of 175° to 177° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04808593
Source datasetuspto-grants-1989_02
ORD IDord-0d9a1cda40a84146b64b574dcd2c4f40
Source noteuspto-grants-1989_02