HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethyl Sulfoxide → 4-(4-Amino-3-chlorophenoxy)pyridin-2-ylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Amino-3-chlorophenol | HCID 87184 | — |
| Reactant | 2-Amino-4-chloropyridine | HCID 581866 | — |
| Solvent | Water | HCID 962 | — |
| Product | 4-(4-Amino-3-chlorophenoxy)pyridin-2-ylamine | HCID 22936798 | 55.6% |
Reaction Steps
The publicly known compound 2-amino-4-chloropyridine (5.0 g), 4-amino-3-chlorophenol (11 g), sodium hydride (60% in oil) (3.1 g) and dimethylsulfoxide (80 ml) were stirred at 160° C. for 9.5 hours. Water was added, extraction was performed with ethyl acetate, and the extract solution was washed 5 times with water. The extract solution was then passed through a glass filter coated with silica gel. The silica gel was washed with ethyl acetate, the ethyl acetate layers were combined, and the solvent was distilled off under reduced pressure to obtain 5.1 g of a dark violet solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07253286B2 |
| Source dataset | uspto-grants-2007_08 |
| ORD ID | ord-f3d1759346b4489e8be982f71490d497 |
| Source note | uspto-grants-2007_08 |