Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Diisopropylaniline | HCID 32484 | — |
| Reactant | P,P-Diphenylphosphinic azide | HCID 199401 | — |
| Reactant | HCID 10354725 | HCID 10354725 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 19769917 | HCID 19769917 | 38% |
Reaction Steps
To 800 mg (3.20 mmol) of 2-(2,3-methylenedioxyphenyl)heptanoic acid, were added 10 ml of toluene, 0.59 ml (3.84 mmol) of triethylamine and 1.0 ml (4.8 mmol) of diphenylphosphoryl azide, and the mixture was stirred at 100° C. for one hour. After cooling the mixture to room temperature, 5 ml of a toluene solution containing 570 mg (3.20 mmol) of 2,6-diisopropylaniline was added and the mixture was stirred at room temperature over night. The reaction mixture was subjected to purification by silica-gel column chromatography (eluent: hexane/ethyl acetate=5/1) and recrystallization from a mixed solvent of hexane and ethyl acetate to obtain 510 mg of 1-(1-(2,3-methylenedioxyphenyl)hexyl)-3-(2,6-diisopropylphenyl)urea (Yield: 38%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05202351 |
|---|
| Source dataset | uspto-grants-1993_04 |
|---|
| ORD ID | ord-1bb48db513684fce894999c6a9064fd9 |
|---|
| Source note | uspto-grants-1993_04 |
|---|