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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 280061Generated: October 26, 2026

Acetic Anhydride → furo(3,4-b)pyridin-5(7H)-one

https://huagongshe.com/reaction/280061

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
ReactantFuro[3,4-b]pyridine-5,7-dioneHCID 69688—
ReactantN,N-Diethyl-m-phenetidineHCID 74625—
Reactant1H-Indole, 2-methyl-1-octyl-HCID 170708—
CatalystZincchlorideHCID 3007855—
CatalystCalcium ChlorideHCID 5284359—
SolventAcetic AcidHCID 176—
Productfuro(3,4-b)pyridin-5(7H)-oneHCID 819439279.6%

Reaction Conditions

Temperature20 °C

Reaction Steps

1.5 g of quinolinic anhydride, 2.3 g of N-octyl-2-methylindole, 10 ml of glacial acetic acid and a mixture of 0.11 g of calcium chloride and 0.14 g of zinc chloride are stirred at 20° C. for 5 hours. 1.6 g of 3-diethylaminophenetole and 2 ml of acetic anhydride are then added, after which the reaction mixture is stirred at 50° C. for 21/2 hours. The product is precipitated with 30% aqueous ammonia, separated from the aqueous phase and recrystallised from isopropanol, affording 3.8 g of the isomer-free 4-azaphthalide compound of the formula (12) of melting point 114°-117° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04587539
Source datasetuspto-grants-1986_05
ORD IDord-d5dcf0b464df47328f34522762d0d446
Source noteuspto-grants-1986_05