Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Nitric Acid | HCID 944 | — |
| Reactant | Propionic Acid | HCID 1032 | — |
| Reactant | HCID 178434741 | HCID 178434741 | — |
| Product | HCID 178486766 | HCID 178486766 | 82% |
Reaction Steps
Nitric acid (10 ml) was added slowly to a solution of 7-(3,5-dimethyl-4-isoxazolyl)-4-quinolinol (for a preparation see Intermediate 14 (28 g, 104 mmol) in propanoic acid (450 ml) at room temperature, followed by heating the reaction mixture to 100° C. for 1 h. After cooling with an ice bath, the precipitate was filtered off, washed with pentane to give the title compound as a yellow powder (27 g, 82%). [APCI-MS] m/z: 314 [M−H]−, Rt 2.12 min. 1H NMR (300 MHz, DMSO-d6, ppm) δ: 13.06 (s, 1H), 9.26 (s, 1H), 7.84 (s, 1H), 7.67 (s, 1H), 3.98 (s, 3H), 2.39 (s, 3H), 2.19 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08557984B2 |
|---|
| Source dataset | uspto-grants-2013_10 |
|---|
| ORD ID | ord-a1a92247eb6d43df871f2f0762d207ce |
|---|
| Source note | uspto-grants-2013_10 |
|---|