Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sulfanilamide | HCID 5333 | — |
| Reactant | Methanesulfonic Acid | HCID 6395 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 1,1-bis(1,1-dimethylethoxy)-N,N,N-trimethylamine | HCID 547712 | — |
| Reactant | 1,3-Dihydro-2H-pyrrolo(2,3-b)pyridin-2-one | HCID 13864095 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 178514729 | HCID 178514729 | — |
Reaction Steps
Dimethylformamide di-tert-butyl acetal (180 mg, 0.89 mmol) was added to a solution of 1,2-dihydro-3H-pyrrolo[2,3-b]pyridin-2-one (70 mg, 0.52 mmol) in 0.25 ml DMF, and the reaction mixture was slowly warmed to 100° C. The cooled solution was then diluted with 5 ml of ethanol. Sulfanilamide (172 mg, 1.00 mmol) and methanesulfonic acid (60 mg, 0.63 mmol) were added, and the reaction mixture was stirred at reflux for 2 h. The cooled solution was diluted with 4 ml of water, treated with NaHCO3 (70 mg, 0.83 mmol) and stirred 10 min. The resulting solid was filtered, washed with water and ethanol, and then suspended in boiling methanol and filtered upon cooling.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US06815439B2 |
|---|
| Source dataset | uspto-grants-2004_11 |
|---|
| ORD ID | ord-4d5fe53e28e347b6814e547d1d683027 |
|---|
| Source note | uspto-grants-2004_11 |
|---|