HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N-(6-(4-Nitrophenoxy)pyrimidin-4-yl)phenylamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Aniline | HCID 6115 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 4-Chloro-6-(4-nitrophenoxy)pyrimidine | HCID 14363850 | — |
| Solvent | Hexane | HCID 8058 | — |
| Solvent | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Product | N-(6-(4-Nitrophenoxy)pyrimidin-4-yl)phenylamine | HCID 22936302 | 82.5% |
Reaction Steps
4-Chloro-6-(4-nitrophenoxy)pyrimidine (508 mg, 2.00 mmol) and aniline (559 mg, 6.00 mmol) were heated and stirred in 1-methylpyrrolidone (5 ml) at 90° C. for 3 hours. The reaction solution was distributed between ethyl acetate and water, the organic layer was washed with water and saturated brine and dried over anhydrous magnesium sulfate, the drying agent was filtered off and the filtrate was distilled off under reduced pressure. The obtained crude product was subjected to silica gel column chromatography (eluent—ethyl acetate:hexane=1:3), and the fraction containing the target substance was concentrated to obtain the title compound (508 mg, 1.65 mmol, 82%) as colorless crystals.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07253286B2 |
| Source dataset | uspto-grants-2007_08 |
| ORD ID | ord-97d54b3243174f38a28c533102228097 |
| Source note | uspto-grants-2007_08 |