Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | 5-Chlorosalicylic Acid | HCID 9447 | — |
| Reactant | N-Iodosuccinimide | HCID 120273 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 929387 | HCID 929387 | — |
Reaction Steps
5-Chlorosalicylic acid (20 g, 115.8 mmol) is dissolved in DMF (100 mL). To this solution is added NIS (26.1 g, 116.0 mmol) which causes the reaction to warm up to 60° C. The reaction is stirred at room temperature for 20 hours. At this point ethyl acetate (100 mL) is added and the solution washed with 0.1N HCl (100 mL). The organic phase is then washed with water (3×100 mL), dried with sodium sulfate and evaporated under reduced pressure to yield 5-chloro-3-iodosalicylic acid as off-white solid. (mp 160°-163° C.)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05278323 |
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| Source dataset | uspto-grants-1994_01 |
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| ORD ID | ord-be2416c55ade49ada6bc303c015b3508 |
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| Source note | uspto-grants-1994_01 |
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