HuagongsheHuagongshe Chemistry Print Report · For research reference only
Urea → 1-(p-Tolyl)-3-azabicyclo[3.1.0]hexane-2,4-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Urea | HCID 1176 | — |
| Reactant | 1,2-Cyclopropanedicarboxylic acid, 1-(4-methylphenyl)- | HCID 12719794 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 1-(p-Tolyl)-3-azabicyclo[3.1.0]hexane-2,4-dione | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07094799B2 |
| Source dataset | uspto-grants-2006_08 |
| ORD ID | ord-1a5375979fb5402d8fe980b291f4b317 |
| Source note | uspto-grants-2006_08 |