HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → n-(4-{[2,5-Dihydro-1-(2-methoxyethyl)-2,5-dioxo-4-phenyl-1h-pyrrol-3-yl]amino}phenyl)-acetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Aminoacetanilide | HCID 31230 | — |
| Reactant | 3-Chloro-1-(2-methoxyethyl)-4-phenyl-1H-pyrrole-2,5-dione | HCID 69144282 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | n-(4-{[2,5-Dihydro-1-(2-methoxyethyl)-2,5-dioxo-4-phenyl-1h-pyrrol-3-yl]amino}phenyl)-acetamide | HCID 11463096 | 45.6% |
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-aminoacetanilide (0.53 mmol, 79 mg) was dissolved in dry CH3CN (2 mL) and the reaction mixture was subjected twice to microwave heating single node 140° C. for 10 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 45 mg (45%) of the title compound. 1H NMR (400 MHz, CD3CN) δ 8.17 (bs, 1H), 7.78 (bs, 1H), 7.24-7.09 (m, 5H), 7.04-7.00 (m, 2H), 6.73-6.68 (m, 2H), 3.73 (t, J=5.7 Hz, 2H), 3.59 (t, J=5.7 Hz, 2H), 3.33 (s, 3H), 2.01 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07432288B2 |
| Source dataset | uspto-grants-2008_10 |
| ORD ID | ord-94746a6fb18648259b4f475aae9e698f |
| Source note | uspto-grants-2008_10 |