HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → N-(3,4-dimethyl-5-isoxazolyl)-2-(3,4-methylenedioxybenzyl)benzo[b]thiophene-3-sulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 5-Amino-3,4-dimethylisoxazole | HCID 88317 | — |
| Reactant | 2-[3,4-(Methylenedioxy)benzyl]-benzo[b]thiophene-3-sulfonylchloride | HCID 22998385 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-(3,4-dimethyl-5-isoxazolyl)-2-(3,4-methylenedioxybenzyl)benzo[b]thiophene-3-sulfonamide | HCID 22998423 | — |
Reaction Steps
N-(3,4-dimethyl-5-isoxazolyl)-2-(3,4-methylenedioxybenzyl)benzo[b]thiophene-3-sulfonamide was prepared in the same manner as described in Example 41. Reaction of 3,4-dimethyl-5-aminoisoxazole (1.0 mmoles, 0.11 g), NaH (2.5 mmoles, 60 mg) and 2-[3,4-(methylenedioxy)benzyl]-benzo[b]thiophene-3-sulfonylchloride (1.1 mmoles, 0.40 g) in THF (6 ml) yielded, after flash chromatography using 50% ethyl acetate/hexanes followed by recrystallization from chloroform and hexanes, 0.35 g (79%) of a tan solid, m.p. 135-137° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06613804B2 |
| Source dataset | uspto-grants-2003_09 |
| ORD ID | ord-52bf1d7d98ba4a92a23e58ab0a402f25 |
| Source note | uspto-grants-2003_09 |