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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1904795Generated: November 1, 2026

Hydrochloric Acid → 1-(4-Aminophenyl)-3-methyl-3-azabicyclo[3.1.0]hexane-2,4-dione

https://huagongshe.com/reaction/1904795

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium BicarbonateHCID 516892—
Reactant1-(4-Acetylaminophenyl)-3-methyl-3-azabicyclo[3.1.0]hexane-2,4-dioneHCID 20038037—
Product1-(4-Aminophenyl)-3-methyl-3-azabicyclo[3.1.0]hexane-2,4-dioneHCID 10171354—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 130 mg of 1-(4-acetylaminophenyl)-3-methyl-3-azabicyclo[3.1.0]hexane-2,4-dione and 1 ml of approx. 18% hydrochloric acid is stirred for about 4 hours at 100° C. The reaction mixture is adjusted at 0° C. to pH 9-10 with saturated aqueous sodium bicarbonate solution and extracted twice with ethyl acetate. The organic phases are washed until neutral with a small amount of water and a dilute solution of sodium chloride, dried over magnesium sulfate, filtered and concentrated. Recrystallisation from ethyl acetate/petroleum ether affords the title compound which is identical with the title compound of Example 3(a).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04839379
Source datasetuspto-grants-1989_06
ORD IDord-47113a7658ef457fa338204073284d81
Source noteuspto-grants-1989_06