Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4-(4-Chlorophenyl)piperidine | HCID 1203613 | — |
| Reactant | 2(3-Chloropropyl)naphtho[1,8-cd]isothiazole 1,1-dioxide | HCID 14580026 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 19817081 | HCID 19817081 | 31.8% |
Reaction Steps
The experiment is carried out as in Example 1, starting with 2-(3-chloropropyl)naphtho[1,8-cd]isothiazole 1,1-dioxide (2.81 g), triethylamine (1.4 cc) and 4-(4-chlorophenyl)piperidine (1.96 g) in toluene (30 cc). The mixture is heated for 8 hours at boiling point, then cooled to a temperature of about 20° C. Stirring is continued for 8 hours at this temperature. After purification by flash-chromatography on a silica column, under a current of argon at medium pressure (0.5-1.5 bar) with ethyl acetate as eluant, and recrystallization firstly from boiling acetonitrile (12 cc) and then from boiling acetonitrile (17 cc), 2-{3-[4-(4-chlorophenyl)piperidino]propyl}naphtho[1,8-cd]isothiazole 1,1-dioxide (1.4 g) is obtained, m.p. 111° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US05036075 |
|---|
| Source dataset | uspto-grants-1991_07 |
|---|
| ORD ID | ord-4dabef80f4c649d58555bbc7b84505b5 |
|---|
| Source note | uspto-grants-1991_07 |
|---|