HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Thiophenesulfonyl chloride → ethyl 7-[(2-thienylsulfonyl)amino]-5-(trifluoromethoxy)-1H-indole-2-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Thiophenesulfonyl chloride | HCID 85518 | — |
| Reactant | ethyl 7-amino-5-(trifluoromethoxy)-1H-indole-2-carboxylate | HCID 57476183 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | ethyl 7-[(2-thienylsulfonyl)amino]-5-(trifluoromethoxy)-1H-indole-2-carboxylate | HCID 57476185 | 89.2% |
Reaction Steps
To a mixture of ethyl 7-amino-5-(trifluoromethoxy)-1H-indole-2-carboxylate (2.53 g) and pyridine (50 mL) was added thiophene-2-sulfonyl chloride (1.94 g) at 0° C., and the mixture was stirred at room temperature for 4 hr, and concentrated. 1N Hydrochloric acid was added, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine, dried (MgSO4), and concentrated. The obtained crystals were washed with diisopropyl ether to give the title compound (3.40 g, yield 89%) as colorless crystals. The crystals were recrystallized from ethyl acetate-hexane to give colorless prism crystals. melting point 196-197° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08410087B2 |
| Source dataset | uspto-grants-2013_04 |
| ORD ID | ord-7ba11803dfdc4673bbb28dc30936a057 |
| Source note | uspto-grants-2013_04 |