HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 615848, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 1-Fluoro-2-iodobenzene | HCID 67673 | — |
| Reactant | 2-Amino-3-fluorobenzoic acid | HCID 586408 | — |
| Catalyst | Copper | HCID 23978 | — |
| Solvent | Cyclohexanol | HCID 7966 | — |
| Product | HCID 615848 | HCID 615848 | 71.2% |
Reaction Steps
A mixture of 14.0 g (90.2 mmol) of 2-amino-3-fluorobenzoic acid (XIV), 12.5 g (90.4 mmol) of potassium carbonate, 21.0 g (94.6 mmol) of 2-fluoroiodobenzene (XV) and a spatula-tipfull of copper powder in 85 ml of cyclohexanol was heated at reflux for 12 hours. The solvent was then removed by steam distillation, and the aqueous residue obtained was subjected to centrifugation. The soluble centrifugate was acidified with diluted hydrochloric acid, and the resulting precipitate was filtered off and dried. Fractional sublimation of the solid under high vacuum yielded 16.0 g (71% of theory) of 3-fluoro-2-(2-fluorophenylamino)benzoic acid (XVI) as a yellow powder with a melting point of 176° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06290926B1 |
| Source dataset | uspto-grants-2001_09 |
| ORD ID | ord-facca918977045a789fd878d4f5e4265 |
| Source note | uspto-grants-2001_09 |