HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chloroacetic Acid → 3-Bromo-4-fluoro-5-methanesulfonylbenzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chloroacetic Acid | HCID 300 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | sodium thiosulfite anhydrous | HCID 15847209 | — |
| Reactant | 3-Bromo-4-fluoro-5-(chlorosulfonyl)benzoic acid | HCID 50998480 | — |
| Solvent | Water | HCID 962 | — |
| Product | 3-Bromo-4-fluoro-5-methanesulfonylbenzoic acid | HCID 68814711 | — |
Reaction Steps
To sodium thiosulfite (2.6 g, 20.7 mmol) and sodium bicarbonate (1.74 g, 20.7 mmol) in water (20 mL) at 75° C. add 3-bromo-5-chlorosulfonyl-4-fluorobenzoic acid (6.25 g, 19.7 mmol) in portions over 5 min. After 1 h, cool to room temperature and add chloroacetic acid (5.29 g, 56 mmol) and NaOH (1.18 g, 29.5 mmol) and reflux 16 h. Cool to room temperature and collect the title compound as a solid
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07618978B2 |
| Source dataset | uspto-grants-2009_11 |
| ORD ID | ord-e399c86df21841eeb6b0c4feb724ebe2 |
| Source note | uspto-grants-2009_11 |