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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1087488Generated: October 30, 2026

Sodium Iodide → 2-{2-[4-(4-Fluorobenzoyl)piperidino}ethyl)naphtho[1,8-cd]isothiazole 1,1-dioxide

https://huagongshe.com/reaction/1087488

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantTriethylamineHCID 8471—
Reactant4-(4-Fluorobenzoyl)piperidineHCID 2724440—
Reactant2-(2-Chloroethyl)naphtho[1,8-cd]isothiazole 1,1-dioxideHCID 14580041—
SolventDimethylformamideHCID 6228—
Product2-{2-[4-(4-Fluorobenzoyl)piperidino}ethyl)naphtho[1,8-cd]isothiazole 1,1-dioxideHCID 1458004326.4%

Reaction Conditions

Temperature20 °C

Reaction Steps

The experiment is carried out as in Example 1, starting with 2-(2-chloroethyl)naphtho[1,8-cd]isothiazole 1,1-dioxide (6.7 g), triethylamine (3.5 cc), 4-(4-fluorobenzoyl)piperidine (5.2 g) and sodium iodide (3.7 g) in dimethylformamide (100 cc). The mixture is heated for 6 hours at boiling point, then cooled to a temperature of about 20° C. After purification by flash-chromatography on a silica column, under current of argon at medium pressure (0.5-1.5 bar) with dichloromethane as eluant, and recrystallization from boiling acetonitrile (8 cc), 2-{2-[4-(4-fluorobenzoyl)piperidino}ethyl)naphtho[1,8-cd]isothiazole 1,1-dioxide (2.9 g) is obtained, m.p. 145° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05036075
Source datasetuspto-grants-1991_07
ORD IDord-db2bed5810bc48afb434b4c36bb101ba
Source noteuspto-grants-1991_07