HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 178518255, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 4-(Pyridin-4-yl)aniline | HCID 1512654 | — |
| Reactant | 4-methoxymethylene-6-bromo-4H-isoquinoline-1,3-dione | HCID 68692764 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178518255 | HCID 178518255 | 77.1% |
Reaction Steps
4-Pyridin-4-yl-phenylamine (130 mg, 0.76 mmol) and 6-bromo-4-methoxymethylene-4H-isoquinoline-1,3-dione (200 mg, 0.71 mmol) is heated in N,N-dimethylformamide (10 mL) at 100° C. for 2 h. EtOAc (100 mL) and H2O (20 mL) is then added. The EtOAc layer is washed with H2O (3×20 mL) and brine (15 mL) and dried over MgSO4. After removal of EtOAc, the precipitate is collected and washed with MeOH and Et2O and dried to provide the title compound (230 mg, 77%). 1H NMR (300 MHz, DMSO) δ 12.59 (1H, d, J=12.9 Hz), 11.50 (1H, s), 9.0 (1H, d, J=12.6 Hz), 8.53-8.64 (3H, m), 7.43-7.95 (8H, m). MS (ESI) m/z 420.0, 422.0 (M+H)+1; Anal. Cacl. for C21H14BrN3O2: C, 60.02; H, 3.36; N, 10.00. Found: C, 59.4; H, 3.26; N, 9.34.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07713994B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-7ef225cb74c04a0fa6fdddd143b2b1a9 |
| Source note | uspto-grants-2010_05 |