HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → N-Isopropyl-N-(4-methoxy-phenyl)-2-(2-phenylamino-phenylamino)-acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | N-Phenyl-o-phenylenediamine | HCID 68297 | — |
| Reactant | 2-Bromo-N-isopropyl-N-(4-methoxyphenyl)acetamide | HCID 10779534 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-Isopropyl-N-(4-methoxy-phenyl)-2-(2-phenylamino-phenylamino)-acetamide | HCID 10644060 | 60.7% |
Reaction Steps
To a solution of N-phenyl-benzene-1,2-diamine(3.08 g) in DMF (35 mL) was added potassium carbonate (2.31 g) and 2-bromo-N-isopropyl-N-(4-methoxy-phenyl)-acetamide (4.79 g) and stirred 18h at ambient temperature. The solvent was evaporated in vacuo and the resultant oil was dissolved in ethyl acetate(250 mL), washed with 1N HCl (4×100 mL), dried over sodium sulfate, filtered, and concentrated to a brown oil. The oil was subjected to flash chromatogaraphy on silica gel (70 g) eluted with ethyl acetate/hexanes (1:4, 1L). Fractions containing the desired product were combined and concentrated under reduced pressure to give the title compound as a tan foam (3.95 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05910495 |
| Source dataset | uspto-grants-1999_06 |
| ORD ID | ord-b601a36b2dc644fe92c2f2abd5587406 |
| Source note | uspto-grants-1999_06 |