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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 224588Generated: October 30, 2026

Toluene → 2-Dimethylaminoethyl 2-(7-chloro-4-quinolinylamino)-5-fluorobenzoate

https://huagongshe.com/reaction/224588

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactant2-(Dimethylamino)ethanolHCID 7902—
ReactantSodium hydrideHCID 24758—
ReactantMethyl 2-(7-chloro-4-quinolinylamino)-5-fluoro-benzoateHCID 23331682—
SolventAcetic AcidHCID 176—
Product2-Dimethylaminoethyl 2-(7-chloro-4-quinolinylamino)-5-fluorobenzoateHCID 23331684—

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of 4 g of the ester of Example 1, 2.45 ml of dimethylaminoethanol and 50 ml of anhydrous toluene was heated to reflux and then cooled to 50° C. and 95 mg of a 50% sodium hydride oil suspension was added thereto. The mixture was again heated to reflux and was then cooled to 40° C. and 0.2 ml of acetic acid were added thereto. The mixture was evaporated to dryness and the residue was dissolved in methylene chloride. The solution was filtered and the filtrate was washed with water, dried and filtered. The filtrate was evaporated to dryness to obtain 4.01 g of 2-dimethylaminoethyl 2-(7-chloro-4-quinolinylamino)-5-fluorobenzoate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04233305
Source datasetuspto-grants-1980_11
ORD IDord-a64622601a574964a44d47d361a9de22
Source noteuspto-grants-1980_11