HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → 5-Dehydro Tolvaptan
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | 2-Methylbenzoyl chloride | HCID 70276 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 1-(4-Amino-2-methylbenzoyl)-7-chloro-1,2,3,4-tetrahydro-5H-1-benzazepin-5-one | HCID 19608232 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Solvent | Cyclohexane | HCID 8078 | — |
| Product | 5-Dehydro Tolvaptan | HCID 11362843 | — |
Reaction Steps
Typically, 1-(4-amino-2-methylbenzoyl)-7-chloro-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine is reacted with 2-methylbenzoylchloride in water immiscible solvent selected from methylene chloride, toluene or cyclohexane in the presence of aqueous inorganic base such as aqueous sodium bicarbonate or aqueous sodium carbonate to form a biphasic system to obtain 7-chloro-1-[2-methyl-4-[(2-methylbenzoyl)amino]benzoyl]-5-oxo-2,3,4,5-tetrahydro-1H-1-benzazepine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09024015B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-d1971ed5f8334533806a4a42995d9fff |
| Source note | uspto-grants-2015_05 |