HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hexane → 2-(4-methoxyphenyl)-3-chloro-1,5-benzothiazepin-4(5H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hexane | HCID 8058 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 3-Hydroxy-2-(4-methoxyphenyl)-2,3-dihydro-1,5-benzothiazepin-4(5H)-one, (2S,3S)- | HCID 2733673 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | 2-(4-methoxyphenyl)-3-chloro-1,5-benzothiazepin-4(5H)-one | HCID 22150806 | 66% |
Reaction Steps
Under a nitrogen blanket, a 2.0 g sample of dl-cis-2-(4-methoxyphenyl)-2,3-dihydro-3-hydroxy-1,5-benzothiazepin-4(5H)-one (6.8 mmol) was refluxed neat with 20 mL of thionyl chloride (27.6 mmol) for approximately 2 hours. Then, 50 mL of hexane and about 20 mL of ether were added, and solid product was filtered off. The solid was dried under vacuum to obtain 1.4 g of 2-(4-methoxyphenyl)-3-chloro-1,5-benzothiazepin-4(5H)-one (66 percent yield of theory).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04983733 |
| Source dataset | uspto-grants-1991_01 |
| ORD ID | ord-581335cfc769495bad670fac2b1ec5c9 |
| Source note | uspto-grants-1991_01 |