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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 496736Generated: October 30, 2026

Acetic Acid → 5,7-dioxo-6,7-dihydro-5H-[2]pyrindine-6-carboxylic acid (3-methoxy-phenyl)-amide

https://huagongshe.com/reaction/496736

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AcidHCID 176—
Reactant3-MethoxyanilineHCID 10824—
Reactant5,7-Dioxo-6,7-dihydro-5H-[2]pyrindine-6-carboxylic acid ethyl esterHCID 11148695—
SolventTolueneHCID 1140—
Product5,7-dioxo-6,7-dihydro-5H-[2]pyrindine-6-carboxylic acid (3-methoxy-phenyl)-amideHCID 11483320—

Reaction Steps

5,7-Dioxo-6,7-dihydro-5H-[2]pyrindine-6-carboxylic acid ethyl ester (18 g) (see, Robin D. Allan and Joyce Fong, Aust. J. Chem., Vol. 36, pp. 1221-1226, 1983), m-anisidine (17.7 ml) and acetic acid (9 ml) were suspended in toluene (1,000 ml). This mixture was refluxed for 110 minutes under nitrogen. The mixture was cooled to room temperature and the precipitate was collected with suction. The precipitate was washed with toluene and dichloromethane and dried under reduced pressure to give a brown powder (21.6 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06946472B2
Source datasetuspto-grants-2005_09
ORD IDord-7dd87b0bccb84839a980cf9196ae89b7
Source noteuspto-grants-2005_09