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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 280060Generated: October 26, 2026

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

https://huagongshe.com/reaction/280060

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—
SolventAcetic AcidHCID 176—
Productfuro(3,4-b)pyridin-5(7H)-oneHCID 819439303.5%

Reaction Conditions

Temperature50 °C

Reaction Steps

6.0 g of quinolinic anhydride, 9.5 g of N-octyl-2-methylindole and 0.56 g of zinc chloride are stirred in 30 ml of glacial acetic acid at 20° C. for 5 hours. 6.6 g of 3-diethylaminophenetole and 8 ml of acetic anhydride are then added, after which the 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 16.5 g of the isomer-free 4-azaphthalide compound of the formula ##STR16## of melting point 113°-118° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04587539
Source datasetuspto-grants-1986_05
ORD IDord-3aea14e105664764a1ddfa9feaffda81
Source noteuspto-grants-1986_05