HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Hydroxide → 2-(4-Cyclopropylpiperazin-1-yl)-6-(1,1-dioxo-1lambda6-isothiazolidin-2-ylmethyl)benzothiazole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Hydroxide | HCID 14797 | — |
| Reactant | 3-Chloropropane-1-sulfonic acid [2-(4-cyclopropylpiperazin-1-yl)benzothiazol-6-ylmethyl]amide | HCID 59588791 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-(4-Cyclopropylpiperazin-1-yl)-6-(1,1-dioxo-1lambda6-isothiazolidin-2-ylmethyl)benzothiazole | HCID 59588799 | 70.2% |
Reaction Steps
A mixture of 3-chloropropane-1-sulfonic acid [2-(4-cyclopropylpiperazin-1-yl)benzothiazol-6-ylmethyl]amide (300 mg, 0.70 mmol) and potassium hydroxide (396 mg, 7.0 mmol) in EtOH (5 mL) was heated at reflux for 1 h. The volatiles were evaporated and the residue was extracted with CH2Cl2, washed with brine and concentrated in vacuo. The crude residue was purified by column chromatography on silica gel (elute: 5% CH2Cl2 in methanol) to give 2-(4-cyclopropylpiperazin-1-yl)-6-(1,1-dioxo-1λ6-isothiazolidin-2-ylmethyl)benzothiazole 193 mg (49%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08394842B2 |
| Source dataset | uspto-grants-2013_03 |
| ORD ID | ord-8b69bd30754d42a49b18573a7a55e9cc |
| Source note | uspto-grants-2013_03 |