Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 10385Generated: October 29, 2026

Urea → 1-(p-Tolyl)-3-azabicyclo[3.1.0]hexane-2,4-dione

https://huagongshe.com/reaction/10385

Reaction equation

Participants

RoleNameHCIDCharge
ReactantUreaHCID 1176—
Reactant1,2-Cyclopropanedicarboxylic acid, 1-(4-methylphenyl)-HCID 12719794—
SolventTolueneHCID 1140—
Product1-(p-Tolyl)-3-azabicyclo[3.1.0]hexane-2,4-dioneHCID 12719830—

Reaction Steps

A mixture of purified 1-(4-methylphenyl)-1,2-cyclopropanedicarboxylic acid (58 kg), toluene (465 kg) and urea (23.8 kg) was heated to reflux and the mixture held at reflux until the reaction was complete. On completion of the reaction period, the solution was cooled to 80–90° C. and washed with water (69 L). The lower aqueous layer was discarded. In this way (±)-1-(4-methylphenyl)-3-azabicyclo[3.1.0]hexan-2,4-dione was obtained as a solution in toluene.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07094799B2
Source datasetuspto-grants-2006_08
ORD IDord-1a5375979fb5402d8fe980b291f4b317
Source noteuspto-grants-2006_08