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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1904796Generated: November 1, 2026

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

https://huagongshe.com/reaction/1904796

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiazomethaneHCID 9550—
Reactant1-(4-Aminophenyl)-3-azabicyclo[3.1.0]hexane-2,4-dioneHCID 14068934—
SolventMethanolHCID 887—
Product1-(4-Aminophenyl)-3-methyl-3-azabicyclo[3.1.0]hexane-2,4-dioneHCID 10171354—

Reaction Steps

An approx. 0.3 molar solution of diazomethane is added dropwise at 0° C. to a solution of 202 mg of 1-(4-aminophenyl)-3-azabicyclo[3.1.0]hexane-2,4-dione in 10 ml of methanol. The reaction mixture is allowed to stand for 16 hours, concentrated, and partitioned twice between ethyl acetate and water. The organic phases are dried over magnesium sulfate, filtered and concentrated. The residue is crystallised from ethyl acetate/petroleum ether, affording 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-2dc5d8f9ce894ff3b234158bdef31a88
Source noteuspto-grants-1989_06