Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | (+/-)-cis-2-(4-methoxyphenyl)-3-hydroxy-8-methoxy-2,3-dihydro-1,5-benzothiazepin-4(5H)-one | HCID 10382030 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 86740811 | HCID 86740811 | 82.5% |
Reaction Steps
A solution of 500 mg of (±)-cis-2-(4-methoxyphenyl)-3-hydroxy-8-methoxy-2,3-dihydro-1,5-benzothiazepin-4(5H)-one and 358 mg of pyridine in 8 ml of dimethylformamide is ice-cooled, and a solution of 130 mg of acetyl chloride in 2 ml of dimethylformamide is dropwise added thereto. The mixture is stirred at room temperature for one hour. After the reaction is completed, the mixture is poured into ice-water. The aqueous mixture is extracted with chloroform, and the extract is washed with 10% hydrochloric acid and water, successively. Then, the extract is dried and evaporated under reduced pressure to remove solvent. The residue is recrystallized from a mixture of dimethylformamide and ethanol. 465 mg of (±)-cis-2-(4-methoxyphenyl)-3-acetoxy-8-methoxy-2,3-dihydro-1,5-benzothiazepin-4(5H)-one 1/3 hydrate are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US04590188 |
|---|
| Source dataset | uspto-grants-1986_05 |
|---|
| ORD ID | ord-63cebde2d6c54ee587f41fe049e6a93f |
|---|
| Source note | uspto-grants-1986_05 |
|---|