Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1,2,3,6-Tetrahydro-4-phenylpyridine | HCID 82553 | — |
| Reactant | 2(3-Chloropropyl)naphtho[1,8-cd]isothiazole 1,1-dioxide | HCID 14580026 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 14580027 | HCID 14580027 | 37.3% |
Reaction Steps
The experiment is carried out as in Example 1, starting with 2-(3-chloropropyl)naphtho[1,8-cd]isothiazole 1,1-dioxide (2.8 g), triethylamine (1.4 cc) and 4-phenyl-1,2,3,6-tetrahydropyridine (1.6 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 15 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 from boiling isopropanol (2 cc), 2-[3-(4-phenyl-1,2,3,6-tetrahydro-1-pyridyl)propyl]naphtho[1,8-cd]isothiazole 1,1-dioxide (1.5 g) is obtained, m.p. 88° 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-f7330f3cddcd492ab64a1d04a3b1add8 |
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| Source note | uspto-grants-1991_07 |
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