HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 5-acetyloxy-N-benzylnaphthalene-2-sulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Benzylamine | HCID 7504 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 5-Acetoxy-2-naphthalenesulfonyl chloride | HCID 19708707 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 5-acetyloxy-N-benzylnaphthalene-2-sulfonamide | HCID 10237044 | 67.6% |
Reaction Steps
Triethylamine (50 μl, 0.36 mmol) and 5-(acetyloxy)naphthalene-2-sulfonyl chloride (84.9 mg, 0.30 mmol) were added to benzylamine (32.1 mg, 0.30 mmol) dissolved in tetrahydrofuran (3 ml), and the mixture was stirred at room temperature for 30 minutes. The reaction mixture was poured into diluted hydrochloric acid and extracted with ethyl acetate. After the organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, the residue obtained by evaporation of the solvent under reduced pressure was purified by column chromatography on silica gel (eluent; n-hexane: ethyl acetate=2:1→1:1) to give the title compound as a light yellow white crystal (72.1 mg, 67.6%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07598418B2 |
| Source dataset | uspto-grants-2009_10 |
| ORD ID | ord-98a0c763ac5b42f098ea16fb03200bca |
| Source note | uspto-grants-2009_10 |