HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl Isocyanate → 1-[3-Cyclopentyl-2-(4-phenoxy-phenyl)-propionyl]-3-methyl-urea
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl Isocyanate | HCID 12228 | — |
| Reactant | 3-Cyclopentyl-2-(4-phenoxy-phenyl)-propionamide | HCID 22467909 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 1-[3-Cyclopentyl-2-(4-phenoxy-phenyl)-propionyl]-3-methyl-urea | HCID 9925405 | 69% |
Reaction Steps
A solution of 3-cyclopentyl-2-(4-phenoxy-phenyl)-propionamide (143 mg, 0.46 mmol) in toluene (10 mL) was treated with methyl isocyanate (0.04 mL, 0.69 mmol). The reaction mixture was heated under reflux for 24 h. The reaction was then concentrated in vacuo. Flash chromatography (Merck Silica gel 60, 230-400 mesh, 80/20 hexanes/ethyl acetate) afforded 1-[3-cyclopentyl-2-(4-phenoxy-phenyl)-propionyl]-3-methyl-urea (116 mg, 69%) as a white solid: EI-HRMS m/e calcd for C22H26N2O3 (M+) 366.1943, found 366.1946.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06384220B2 |
| Source dataset | uspto-grants-2002_05 |
| ORD ID | ord-872391a968794e12a1a22f5cf397f2af |
| Source note | uspto-grants-2002_05 |