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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1613926Generated: November 3, 2026

Ethyl 2-methylacetoacetate → HCID 67606900, compound

https://huagongshe.com/reaction/1613926

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl 2-methylacetoacetateHCID 701—
ReactantAnilineHCID 6115—
ProductHCID 67606900HCID 67606900—

Reaction Steps

In the process of the invention, the 3-methyl substituted compound among the starting 2-formyl-3-substituted-4-(hydroxy or acyloxy) quinoline derivatives represented by the general formula (II) can be prepared by subjecting aniline to dehydration condensation with ethyl 2-methylacetoacetate to form a 3-anilino-2-methylcrotonic acid derivative, followed by intramolecular cyclization by heating to high temperature of, preferably, 200° to 250° C. to obtain 2, 3-dimethyl-4-quinoline. Moreover, this compound may further reacted with an anhydrous alkanoic acid such as, for example, acetic anhydride, to obtain 2, 3-dimethyl-4-acyloxyquinoline, e.g. 2, 3-dimethyl-4-acetoxyquinoline, followed by oxidation with selenium dioxide in an aqueous organic solvent to obtain the derivative.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05194617
Source datasetuspto-grants-1993_03
ORD IDord-448c3ec50b4548f78a694300b65d43a0
Source noteuspto-grants-1993_03