HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzenesulfonyl chloride → N-(4-chloro-5-methyl-3-isoxazolyl)benzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzenesulfonyl chloride | HCID 7369 | — |
| Reactant | 4-Chloro-5-methyl-1,2-oxazol-3-amine | HCID 18009261 | — |
| Product | 4-Chloro-5-methyl-1,2-oxazol-3-amine | HCID 18009261 | 25% |
| Product | N-(4-chloro-5-methyl-3-isoxazolyl)benzenesulfonamide | HCID 18617386 | 40% |
| Product | N-(benzenesulfonyl)-N-(4-chloro-5-methyl-3-isoxazolyl)benzenesulfonamide | HCID 18617402 | 7% |
Reaction Steps
N-(4-chloro-5-methyl-3-isoxazolyl)benzenesulfonamide was prepared from 3-amino-4-chloro-5-methylisoxazole and benzenesulfonyl chloride as described in Example 26b in 40% yield. The crude product was purified by column chromatography with 10-100% ethyl acetate/hexanes as eluent. A crystalline solid was obtained after recrystallization from ethyl acetate/hexanes, m.p. 139-141° C. 3-Amino-4-chloro-5-methylisoxazole (25% recovery) and N-(benzenesulfonyl)-N-(4-chloro-5-methyl-3-isoxazolyl)benzenesulfonamide (7% yield) were also obtained as less polar products.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06376523B1 |
| Source dataset | uspto-grants-2002_04 |
| ORD ID | ord-23ba051367474be88fbf2d942bef25f6 |
| Source note | uspto-grants-2002_04 |