HuagongsheHuagongshe Chemistry Print Report · For research reference only
7-Fluoroisatin → 2-(4-chlorobenzyl)-8-fluoro-3-hydroxyquinoline-4-carboxylic Acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 7-Fluoroisatin | HCID 586418 | — |
| Reactant | 2-(4-Chloro-benzyl)-3-hydroxy-8-phenyl-quinoline-4-carboxylic Acid | HCID 11383708 | — |
| Reactant | 1-(Acetyloxy)-3-(4-chlorophenyl)-2-propanone | HCID 12222464 | — |
| Product | 2-(4-chlorobenzyl)-8-fluoro-3-hydroxyquinoline-4-carboxylic Acid | HCID 11427532 | 10% |
Reaction Steps
This compound was synthesized according to the procedure described above for Compound 2, reacting 7-fluoroisatin (1.00 g, 6.06 mmol) with 3-(4-chlorophenyl)-2-oxopropyl acetate, Intermediate 2 (1.72 g, 7.57 mmol). The crude acid was purified as described above for Compound 3, then recrystallized from ethanol/benzene to give pure product as an off-white powder Compound 13 (0.206 g, 10% yield): 1H NMR (400 MHz, DMSO-D6) δ 4.34 (s, 2H) 7.37 (m, 5H) 7.55 (m, 1H) 8.34 (d, J=8.6 Hz, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07465799B2 |
| Source dataset | uspto-grants-2008_12 |
| ORD ID | ord-f6172b2652444368b66fe55813172c4f |
| Source note | uspto-grants-2008_12 |