Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 600334 | HCID 600334 | — |
| Reactant | 2(3-Chloropropyl)naphtho[1,8-cd]isothiazole 1,1-dioxide | HCID 14580026 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 19817088 | HCID 19817088 | 18.4% |
Reaction Steps
The experiment is carried out as in Example 1, starting with 2-(3-chloropropyl)naphtho[1,8-cd]isothiazole 1,1-dioxide (12 g), triethylamine (6 cc) and 4-(4-hydroxyphenyl)-1,2,3,6-tetrahydropyridine (7.5 g) in dimethylformamide (120 cc). The mixture is heated for 8 hours at boiling point, then cooled to a temperature of about 20° C. Stirring is continued for 12 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 acetonitrile (80 cc), 2-{3-[4-(4-hydroxyphenyl)-1,2,3,6-tetrahydro-1-pyridyl]propyl}naphtho[1,8-cd]isothiazole 1,1-dioxide (3.3 g) is obtained, m.p. 198° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05021420 |
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| Source dataset | uspto-grants-1991_06 |
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| ORD ID | ord-5af2f651bed944fcbf1987aa8baf2bf6 |
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| Source note | uspto-grants-1991_06 |
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