Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-(p-Tolyl)piperazine | HCID 83113 | — |
| Reactant | 2(3-Chloropropyl)naphtho[1,8-cd]isothiazole 1,1-dioxide | HCID 14580026 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 15710731 | HCID 15710731 | 43% |
Reaction Steps
The experiment is carried out as in Example 1, starting with 2-(3-chloropropyl)naphtho[1,8-cd]isothiazole 1,1-dioxide (7 g), triethylamine (3.5 cc) and 4-(4-methylphenyl)piperazine (4.4 g) in toluene (100 cc). The mixture is heated for 6 hours at boiling point, then cooled to a temperature of about 20° C. After purification, flash-chromatography on a silica column, under a current of argon at medium pressure (0.5-1.5 bar) with a mixture of dichloromethane and ethyl acetate (80-20 vol) as eluant, and recrystallization from boiling acetonitrile (40 cc), 2-{3-[4-(4-methylphenyl)-1-piperazinyl]propyl}naphtho[1,8-cd]isothiazole 1,1-dioxide (4.5 g) is obtained, m.p. 136° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05036075 |
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| Source dataset | uspto-grants-1991_07 |
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| ORD ID | ord-773bb8509af74a50ab878268a0db80d5 |
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| Source note | uspto-grants-1991_07 |
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