Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyrrole | HCID 8027 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3-Iodo-4H-chromen-4-one | HCID 10901720 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 67691303 | HCID 67691303 | 56.7% |
Reaction Steps
To an eggplant type flask (25 ml), 3-iodochromone (136 mg) prepared in Example 1, pyrrol (134 mg), potassium carbonate (1382 mg), and dimethylformamide (15 ml) were added and the mixture was reacted at 80° C. for 20 hours with stirring. The reaction mixture was added to ice water and extracted with chloroform. The organic layer was dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was purified by the silica gel column chromatography, and the purified product was recrystallized from benzene/hexane to give the titled compound (59.9 mg; yield=56.4%) as light ocher crystals. Melting point: 134°-135 ° C. 1H-NMR(CDCl3, δ ppm): 6.31 (s ,H3), 8.22 (dd, H5), 7.41-7.54 (m, H6), 7.70 (t, H7), 7.41-7.54 (m, H8), 7.32 (br. t, H2'), 6.44(br. t, H3'), 6.44(br. t, H4'), 7.32(br. t, H5').
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05698575 |
|---|
| Source dataset | uspto-grants-1997_12 |
|---|
| ORD ID | ord-c9946120ae084394a7f80067650ac44d |
|---|
| Source note | uspto-grants-1997_12 |
|---|