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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1595764Generated: October 30, 2026

Sodium Carbonate → HCID 9952290, compound

https://huagongshe.com/reaction/1595764

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium CarbonateHCID 10340—
Reactant6-AminophthalideHCID 93631—
ReactantPyridinium chlorideHCID 10176127—
Reactant4-Chloro-6,7-diethoxyquinoline-3-carbonitrileHCID 10778872—
Solvent2-MethoxyethanolHCID 8019—
ProductHCID 9952290HCID 995229095%

Reaction Conditions

Temperature100 °C

Reaction Steps

A solution of 400 mg (1.44 mM) of 4-chloro-6,7-diethoxy-quinoline-3-carbonitrile, 230 mg (1.54 mM) of 6-Aminophthalide and 161 mg of pyridine hydrochloride in 12 ml of 2-methoxyethanol was refluxed for 3 hours. To the warm solution was added 1 ml of 1M sodium carbonate and the sample was heated for 5 minutes at 100° C., then poured into 300 ml of ice water. The solid was collected, washed with water followed by ether and dried under vacuum at 80° C. to yield 535 mg of 6,7-Diethoxy-4-(3-oxo-1,3-dihydro-isobenzofuran-5-ylamino)-quinoline-3-carbonitrile as a white solid: mass spectrum (electrospray, m/e): M+H 390.1, mp=280-284° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06288082B1
Source datasetuspto-grants-2001_09
ORD IDord-b4b9a653e7b64246bce28b66142040a9
Source noteuspto-grants-2001_09