HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 1-(2-Methoxyethyl)-3-{[4(methylthio)phenyl]amino}-4-phenyl-1H-pyrrole-2,5-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-(Methylthio)aniline | HCID 66038 | — |
| Reactant | 3-Chloro-1-(2-methoxyethyl)-4-phenyl-1H-pyrrole-2,5-dione | HCID 69144282 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 1-(2-Methoxyethyl)-3-{[4(methylthio)phenyl]amino}-4-phenyl-1H-pyrrole-2,5-dione | HCID 11372082 | 51.1% |
Reaction Conditions
| Temperature | 140 °C |
|---|
Reaction Steps
3-Chloro-1-(2-methoxyethyl)-4-phenyl-1H-pyrrole-2,5-dione (0.26 mmol, 70 mg) and 4-(methylthio)aniline (0.53 mmol, 73 mg) was dissolved in dry CH3CN (2 mL) and the reaction mixture was sequentially subjected to microwave heating single node 140° C. for, 10 min, 140° C. for 10 min, and 140° C. for 20 min. 0.3 mL Water was added and the reaction mixture was purified using HPLC (57% 0.1M ammonium acetate buffer: 43% CH3CN→100% CH3CN, 20 mL/min) to give 49 mg (50%) of the title compound. 1H NMR (400 MHz, CDCl3) δ 7.22 (bs, 1H), 7.19-7.10 (m, 3H), 7.06-7.00 (m, 2H), 6.95-6.90 (m, 2H), 6.58-6.53 (m, 2H), 3.82 (t, J=5.6 Hz, 2H), 3.63 (t, J=5.6 Hz, 2H), 3.38 (s, 3H), 2.38 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07432288B2 |
| Source dataset | uspto-grants-2008_10 |
| ORD ID | ord-0dcb2829f5f542a68cddd4809f452c04 |
| Source note | uspto-grants-2008_10 |