HuagongsheHuagongshe Chemistry Print Report · For research reference only
Aniline → 8-Bromo-5-(phenylcarbamoyl)-5,6-dihydro-1H-pyrrolo[1,2,3-de]quinoxaline-2,3-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Aniline | HCID 6115 | — |
| Reactant | 8-Bromo-5-carboxy-5,6-dihydro-1H-pyrrolo[1,2,3-de]quinoxaline-2,3-dione | HCID 9995580 | — |
| Product | 8-Bromo-5-(phenylcarbamoyl)-5,6-dihydro-1H-pyrrolo[1,2,3-de]quinoxaline-2,3-dione | HCID 10407775 | 74% |
Reaction Steps
A procedure similar to that described in Example 5 was carried out with 8-bromo-5-carboxy-5,6-dihydro-1H-pyrrolo[1,2,3-de]quinoxaline-2,3-dione (300 mg, 0.96 mmol) and aniline (97 μL, 1.061 mmol) to give 274 mg of the title compound (74%): mp>300° C.; 1H NMR (270 MHz, DMSO-d6) δ12.09 (s, 1H), 10.45 (s, 1H), 7.59 (d, 2H, J=7.5 Hz), 7.34 (t, 2H, J=7.5 Hz), 7.23 (d, 1H, J=1 Hz), 7.10 (t, 1H, J=7.5 Hz), 7.07 (d, 1H, J=1 Hz), 5.31 (dd, 1H, J=10, 5 Hz), 4.32 (d, 2H, J=5.6 Hz), 3.78 (dd, 1H, J=17, 10 Hz), 3.35 (dd, 1H, J=17, 5 Hz),
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05616586 |
| Source dataset | uspto-grants-1997_04 |
| ORD ID | ord-d92872dd0d634257b25c00fc025f414d |
| Source note | uspto-grants-1997_04 |