HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethyl Sulfoxide → 4-(4-(2-Amino-2-methylpropyl)phenoxy)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | Hydrogen Peroxide | HCID 784 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-(4-(2-Amino-2-methylpropyl)phenoxy)benzonitrile | HCID 22147771 | — |
| Solvent | Water | HCID 962 | — |
| Product | 4-(4-(2-Amino-2-methylpropyl)phenoxy)benzamide | HCID 11832961 | 169.7% |
Reaction Steps
Aqueous 30% H2O2 (62.1 mL, 548 mmol) was added dropwise to a mixture of 4-(4-(2-amino-2-methylpropyl)phenoxy)benzonitrile (53.2 g, 200 mmol), K2CO3 (15.78 g, 114 mmol) and DMSO (270 mL) over 20 min while the temperature was held at 20° C. with a cooling bath. The mixture was stirred at this temperature for 1 h after the addition was complete, and then water (209 mL) was added slowly. The slurry was cooled in an ice bath with stirring for 1 h, and the product was then filtered, washed with water and dried in vacuo at 50° C. to yield 55.0 g (97%) of white solid. Analysis by HPLC indicated purity of >99%. NMR.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06413991B1 |
| Source dataset | uspto-grants-2002_07 |
| ORD ID | ord-44bab833b5cc472c81c89ac5d4945023 |
| Source note | uspto-grants-2002_07 |