Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | HCID 23025926 | HCID 23025926 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 23025874 | HCID 23025874 | 58.4% |
Reaction Steps
To a solution of 3-(6-bromobenzoxazol-2-yl)aniline (Compound of Example 267) (925 mg), triethylamine (490 mg), 4-dimethylaminopyridine (39 mg) and tetrahydrofuran (35 ml) was added methanesulfonyl chloride (440 mg) at room temperature, and the mixture was stirred at room temperature for 2 hours. The reaction mixture was poured into water and extracted with ethyl acetate. The organic layer was washed with 1 N hydrochloric acid, water, a saturated aqueous solution of sodium bicarbonate and water, successively, and dried over MgSO4. The solvent was distilled off under reduced pressure, and the resulting crystals were collected by filtration to obtain N-[3-(6-bromobenzoxazol-2-yl)phenyl]methane sulfonamide (686 mg, 58%). The crystals were recrystallized from ethyl acetate-hexane.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07622479B2 |
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| Source dataset | uspto-grants-2009_11 |
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| ORD ID | ord-7cae387010b34ea1980be7a5d71d09e4 |
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| Source note | uspto-grants-2009_11 |
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