Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-(4-Nitrophenyl)piperazine | HCID 80447 | — |
| Reactant | 2(3-Chloropropyl)naphtho[1,8-cd]isothiazole 1,1-dioxide | HCID 14580026 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 15710733 | HCID 15710733 | — |
Reaction Steps
The experiment is carried out as in Example 1, starting with 2-(3-chloropropyl)naphtho[1,8-cd]isothiazole 1,1-dioxide (75 g), triethylamine (37.5 cc) and 4-(4-nitrophenyl)piperazine (55.3 cc) in toluene (600 cc). The mixture is heated for 10 hours at boiling point, then cooled to a temperature of about 20° C. After purification by 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 as eluant (80-20 vol), and recrystallization from boiling methyl ethyl ketone (1100 cc), 2-{3-[4-(4-nitrophenyl)-1-piperazinyl]propyl}naphtho[1,8-cd]isothiazole 1,1-dioxide(41.8 g) is obtained, m.p. 186° 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-36092961b32947419b60b622fe04d6dc |
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| Source note | uspto-grants-1991_07 |
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