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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1904791Generated: October 31, 2026

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

https://huagongshe.com/reaction/1904791

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethylamineHCID 6329—
Reactant1-(4-Aminophenyl)-1,2-cyclopropanedicarboxylic acidHCID 20038043—
SolventMethanolHCID 887—
Product1-(4-Aminophenyl)-3-methyl-3-azabicyclo[3.1.0]hexane-2,4-dioneHCID 10171354—

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 220 mg of 1-(4-aminophenyl)-1,2-cyclopropanedicarboxylic acid, 10 ml of methanol and 0.26 ml of methylamine (40%) is stirred in a glass bomb tube for 7 days at 100° C. The mixture is concentrated in vacuo and the residue is chromatographed over a column of silica gel with a 4:6 mixture of hexane/ethyl acetate. Recrystallisation from ethyl acetate/petroleum ether affords yellow crystals of 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-ec7618d420f1443a8b83f38bce7036c1
Source noteuspto-grants-1989_06