HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → N-benzyl-6-chloro-2-hydroxy-3-nitrobenzenesulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Chlorotrimethylsilane | HCID 6397 | — |
| Reactant | N-Benzyl-2-acetyl-6-chloro-3-nitrobenzenesulfonamide | HCID 17927784 | — |
| Catalyst | Sulfuric Acid | HCID 1118 | — |
| Product | N-benzyl-6-chloro-2-hydroxy-3-nitrobenzenesulfonamide | HCID 18373553 | 94% |
Reaction Steps
A solution of N-benzyl-2-acetyl-6-chloro-3-nitrobenzenesulfonamide (225 mg, 0.59 mmol), 0.1 mL of chlorotrimethylsilane and 2 drops of fuming sulfuric acid in ethanol was heated to reflux for 20 hours. The solvent was evaporated. The residue was diluted with ethyl acetate and washed with water. The organic layer was then dried (Na2SO4) and concentrated to give the desired product (189 mg, 94%). 1H NMR (DMSO-d6): δ 7.92 (d, 1H), 7.18 (m, 5H), 6.93 (d, 1H), 4.15 (s, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06500863B1 |
| Source dataset | uspto-grants-2002_12 |
| ORD ID | ord-d61516547ffb4206855a2c12348f762c |
| Source note | uspto-grants-2002_12 |