HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1087489Generated: October 30, 2026
Triethylamine → 2-[4-(4-Phenyl-1,2,3,6-tetrahydro-1-pyridyl)butyl]naphtho[1,8-cd]isothiazole 1,1-dioxide
https://huagongshe.com/reaction/1087489
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1,2,3,6-Tetrahydro-4-phenylpyridine | HCID 82553 | — |
| Reactant | 2-(4-Chlorobutyl)-1lambda6-naphtho[1,8-CD]isothiazole-1,1(2H)-dione | HCID 2800406 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | 2-[4-(4-Phenyl-1,2,3,6-tetrahydro-1-pyridyl)butyl]naphtho[1,8-cd]isothiazole 1,1-dioxide | HCID 15710725 | 18.4% |
Reaction Steps
The experiment is carried out as in Example 1, starting with 2-(4-chlorobutyl)naphtho[1,8-cd]isothiazole 1,1-dioxide (10 g), triethylamine (4.8 cc) and 4-phenyl-1,2,3,6-tetrahydropyridine (5.4 g) in toluene (300 cc). The mixture is heated for 9 hours at boiling point, then cooled to a temperature of about 20° C. After purification by flash-chromatography on silica column, under a current of argon at medium pressure (0.5-1.5 bar) with ethyl acetate as eluant, and recrystalline from boiling acetonitrile (10 cc), 2-[4-(4-phenyl-1,2,3,6-tetrahydro-1-pyridyl)butyl]naphtho[1,8-cd]isothiazole 1,1-dioxide (2.6 g) is obtained, m.p. 101° 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-0765769a9de841f181a91bf09483a580 |
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| Source note | uspto-grants-1991_07 |
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