HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethyl Sulfoxide → 4-(5-Bromo-2-pyrimidinyloxy)-3-chloroaniline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethyl Sulfoxide | HCID 679 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Amino-2-chlorophenol | HCID 77578 | — |
| Reactant | 5-Bromo-2-chloropyrimidine | HCID 606665 | — |
| Solvent | Water | HCID 962 | — |
| Product | 4-(5-Bromo-2-pyrimidinyloxy)-3-chloroaniline | HCID 13771440 | 78.9% |
Reaction Steps
Into a flask, 10.0 g of 5-bromo-2-chloropyrimidine, 7.42 g of 4-amino-2-chlorophenol, 14.26 g of potassium carbonate and 100 ml of dimethylsulfoxide were introduced, and reacted in a nitrogen atmosphere at 120° C. for 2.5 hours under stirring. After the completion of the reaction, the product was poured into water, and extracted with ethyl acetate. The extract was washed with water and a saturated sodium chloride aqueous solution, dried over anhydrous sodium sulfate, and then purified by silica gel column chromatography, whereby 12.26 g of oily 4-(5-bromo-2-pyrimidinyloxy)-3-chloroaniline was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04849425 |
| Source dataset | uspto-grants-1989_07 |
| ORD ID | ord-645192e7bb7a41fab9f7bdf223253c89 |
| Source note | uspto-grants-1989_07 |