HuagongsheHuagongshe Chemistry Print Report · For research reference only
Indole → N-Boc 1H-indole-3-sulfonamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Indole | HCID 798 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | tert-butyl N-(chlorosulfonyl)carbamate | HCID 15677406 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | N-Boc 1H-indole-3-sulfonamide | HCID 86620846 | 53% |
Reaction Steps
TEA (4.2 mL, 30 mmol) was added to a solution of indole (1.17 g, 10 mmol) in dry THF (12.0 mL) at 0° C. and stirred for 10 min. N-Boc sulfamoyl chloride (4.31 g, 20 mmol) was added, the mixture allowed to warm to RT, and stirred overnight. The reaction mixture was poured into water, and the crude product extracted into EtOAc. The organic layer was evaporated to dryness, and dried under vacuum overnight to provide N-Boc 1H-indole-3-sulfonamide (1.57 g, 53% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08399462B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-7298455f24e64ff289f99bf814e89cdd |
| Source note | uspto-grants-2013_03 |