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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1493268Generated: November 2, 2026

Triethylamine → 2{3-[4-(4-Methoxyphenyl)-1,2,3,6-tetrahydro-1-pyridyl]propyl}naphtho[1,8-cd]isothiazole 1,1-dioxide

https://huagongshe.com/reaction/1493268

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-(4-Methoxyphenyl)-1,2,3,6-tetrahydropyridineHCID 13544840—
Reactant2(3-Chloropropyl)naphtho[1,8-cd]isothiazole 1,1-dioxideHCID 14580026—
SolventDimethylformamideHCID 6228—
Product2{3-[4-(4-Methoxyphenyl)-1,2,3,6-tetrahydro-1-pyridyl]propyl}naphtho[1,8-cd]isothiazole 1,1-dioxideHCID 1981707619.4%

Reaction Conditions

Temperature20 °C

Reaction Steps

The experiment is carried out as in Example 1, starting with 2-(3-chloropropyl)naphtho[1,8-cd]isothiazole 1,1 -dioxide (6.74 g), triethylamine (3.4 cc) and 4-(4-methoxyphenyl)-1,2,3,6-tetrahydropyridine (4.5 g ) in dimethylformamide (70 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 silica gel, under a current of argon at medium pressure (0.5-1.5 bar) with ethyl acetate as eluant, and recrystallization from boiling acetonitrile (60 cc), 2{3-[4-(4-methoxyphenyl)-1,2,3,6-tetrahydro -1-pyridyl]propyl}naphtho[1,8-cd]isothiazole 1,1-dioxide (2 g) is obtained, m.p. 178° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05021420
Source datasetuspto-grants-1991_06
ORD IDord-dfa1515e71d3479e8f4104a7267dfe81
Source noteuspto-grants-1991_06