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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 259239Generated: October 28, 2026

Sodium hydride → HCID 20356988, compound

https://huagongshe.com/reaction/259239

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
Reactant1,3-Dioxolo[4,5-g]quinoline-7-carboxylic acid, 8-hydroxy-, ethyl esterHCID 84257—
Reactant2,2,2-Trifluoroethyl trichloromethanesulphonateHCID 90027—
SolventDimethylformamideHCID 6228—
ProductHCID 20356988HCID 20356988—

Reaction Steps

A mixture of 15.6 (0.06 mole) of 6,7-methylenedioxy-4(1H)-quinolone-3-carboxylic acid, ethyl ester (J. Med. Chem. 11, 160 (1968)) and 1.5 g. (0.062 mole) of sodium hydride powder in 250 ml. of dimethyl formamide was heated with stirring for 0.5 hour at 80°-90° C. 2,2,2-Trifluoroethyl trichloromethanesulfonate (17.5 g. 0.62 mole) was then added dropwise. The temperature is maintained at 80°-90° for an additional 2 hours. The cooled mixture was poured into ice water and the solid product was isolated by filtration. It was recrystallized from ethanol. This product was identical to that obtained from Example 4.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04036962
Source datasetuspto-grants-1977_07
ORD IDord-6d3a9ca4441c434b99b59ad6ec27c6e5
Source noteuspto-grants-1977_07