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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1904793Generated: November 1, 2026

Ethanol → 1-(4-Acetylaminophenyl)-3-azabicyclo[3.1.0]hexane-2,4-dione

https://huagongshe.com/reaction/1904793

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantAcetic AnhydrideHCID 7918—
ReactantN,N-DimethylpropylamineHCID 61236—
Reactant1-(4-Aminophenyl)-3-azabicyclo[3.1.0]hexane-2,4-dioneHCID 14068934—
SolventTetrahydrofuranHCID 8028—
Product1-(4-Acetylaminophenyl)-3-azabicyclo[3.1.0]hexane-2,4-dioneHCID 14068946—

Reaction Steps

A solution of 2.4 ml of acetic anhydride in 10 ml of tetrahydrofuran is added dropwise to a solution of 4 g of 1-(4-aminophenyl)-3-azabicyclo[3.1.0]hexane-2,4-dione and 120 mg of dimethylaminopropane in 150 ml of tetradrofuran, and the mixture is stirred overnight at room temperature. Then 0.5 ml of ethanol is added to the reaction mixture, which is stirred for 1 hour and filtered. The crystals so obtained are washed with tetrahydrofuran and ether, affording white crystals of the title compound with a melting point above 230° C. and Rf=0.3 in thin-layer silica gel plates in the system methylene chloride/methanol (10:1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04839379
Source datasetuspto-grants-1989_06
ORD IDord-7b402f1f1e9547a4a06726842231205c
Source noteuspto-grants-1989_06