HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 13787416, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | methyl 1H-indole-4-carboxylate | HCID 2733668 | — |
| Reactant | Triisobutylaluminum | HCID 16682931 | — |
| Reactant | HCID 86742610 | HCID 86742610 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Chloroform | HCID 6212 | — |
| Product | HCID 13787416 | HCID 13787416 | 95.8% |
Reaction Steps
140 ml of triisobutylaluminum in solution in toluene at 1.1 mole/l were added to a solution of 18 g of 2-aminophenol-4-methyl-benzenesulfonate in 300 ml of chloroform, and after stirring for 15 minutes, a solution of 12.15 g of methyl indol-4-carboxylate in 120 ml of chloroform was added. The mixture was refluxed for 20 hours and was then cooled to 0° to -10° C. and 500 ml of an N aqueous solution of hydrochloric acid were added with stirring over 15 minutes. The chloroform phase was then purified by chromatography over silica (eluent: methylene chloride) to obtain 25 g of N-[2-[(4-methylphenyl)sulfonyloxy]phenyl]-1H-indol-4-carboxamide melting at 135° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04791109 |
| Source dataset | uspto-grants-1988_12 |
| ORD ID | ord-e45684d495434be798011a04fd15aae2 |
| Source note | uspto-grants-1988_12 |