HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → N-(4-bromo-3-methyl-5-isoxazolyl)-2-[3,4-(methylenedioxy)benzyl]-benzo[b]thiophene-3-sulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 4-Bromo-3-methylisoxazol-5-amine | HCID 10487519 | — |
| Reactant | 2-[3,4-(Methylenedioxy)benzyl]-benzo[b]thiophene-3-sulfonylchloride | HCID 22998385 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-(4-bromo-3-methyl-5-isoxazolyl)-2-[3,4-(methylenedioxy)benzyl]-benzo[b]thiophene-3-sulfonamide | HCID 9806237 | — |
Reaction Steps
N-(4-bromo-3-methyl-5-isoxazolyl)-2-[3,4-(methylenedioxy)benzyl]-benzo[b]thiophene-3-sulfonamide was prepared by the method of Example 41 using 4-bromo-3-methyl-5-aminoisoxazole (1.0 mmoles, 0.177 g), NaH (2.5 mmoles, 100 mg), 2-[3,4-(methylenedioxy)benzyl]benzo[b]thiophene-3-sulfonyl chloride (1.1 mmoles, 0.40 g) and THF (7 ml). Flash chromatography (50% ethyl acetate/hexanes) followed by recrystallization from chloroform and hexanes provided 0.23 g (45%) of a tan crystalline solid, m.p. 164-165° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06331637B1 |
| Source dataset | uspto-grants-2001_12 |
| ORD ID | ord-cb48fd3f2bec402cbe5ea6b16e09da58 |
| Source note | uspto-grants-2001_12 |