Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetronic acid | HCID 521261 | — |
| Reactant | HCID 22097609 | HCID 22097609 | — |
| Catalyst | Sulfuric Acid | HCID 1118 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 136452090 | HCID 136452090 | 88% |
Reaction Steps
One drop of conc. sulfuric acid was added to a mixture of 2-amino-4,5,3',5'-tetramethoxy-4'-hydroxybenzophenone (0.333 g), tetronic acid (tetrahydrofuran-2,4-dione) (0.11 g) and acetic acid (10 ml), and the mixture was stirred at 100° C. for 1.5 hours. The reaction mixture was concentrated under reduced pressure. The residual oil was poured into water, neutralized with an aqueous saturated sodium bicarbonate solution and extracted with chloroform. The chloroform layer was washed with water and dried over magnesium sulfate. Evaporation of the solvent gave 6,7-dimethoxy-9-(4-hydroxy-3,5-dimethoxyphenyl)furo[3,4-b]quinoline -1(3H)-one (0.349 g, 88%) which was then recrystallized from methanol. Pale yellow needles. mp. 247°-248° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05719157 |
|---|
| Source dataset | uspto-grants-1998_02 |
|---|
| ORD ID | ord-bc349a17cbab4b17bdedcfd6a5b7bf15 |
|---|
| Source note | uspto-grants-1998_02 |
|---|