HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → 4-Bromo-1-(2-thienylsulfonyl)-1H-indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 2-Thiophenesulfonyl chloride | HCID 85518 | — |
| Reactant | 4-Bromoindole | HCID 676494 | — |
| Catalyst | 2-Thiophenesulfonyl chloride | HCID 85518 | — |
| Catalyst | Tetrabutylammonium hydrogen sulfate | HCID 94433 | — |
| Product | 4-Bromo-1-(2-thienylsulfonyl)-1H-indole | HCID 68717174 | 96% |
Reaction Steps
Aq. 2.5M NaOH (3 mL) was added to a stirring mixture of 2-thiophenesulfonyl chloride (1.03 g, 5.61 mmol), 4-bromoindole (1.00 g, 5.10 mmol) and tetrabutylammonium hydrogen sulfate (87 mg, 0.05 mmol). The reaction was stirred over night (22 h). Additional 2-thiophenesulfonyl chloride (50 mg, 0.27 mmol) was added with continuous stirring for 3 h. The layers were allowed to separate. The organic layer was washed twice with water, dried and concentrated to get the title compound (1.67 g, 96%) as a gray solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07812017B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-5e141919544c4c318142a5bdfaba2a6a |
| Source note | uspto-grants-2010_10 |