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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1087504Generated: October 30, 2026

Sodium Iodide → 2-{2-[4-(1,2-Benzisoxazol-3-yl)-1-piperazinyl]ethyl}naphtho[1,8-cd]isothiazole 1,1-dioxide

https://huagongshe.com/reaction/1087504

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium IodideHCID 5238—
ReactantTriethylamineHCID 8471—
Reactant3-(Piperazin-1-yl)-1,2-benzoxazoleHCID 13232475—
Reactant2-(2-Chloroethyl)naphtho[1,8-cd]isothiazole 1,1-dioxideHCID 14580041—
SolventDimethylformamideHCID 6228—
Product2-{2-[4-(1,2-Benzisoxazol-3-yl)-1-piperazinyl]ethyl}naphtho[1,8-cd]isothiazole 1,1-dioxideHCID 1981708726.9%

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 (5.3 g), triethylamine (3 cc) and 4-(1,2-benzisoxazol-3-yl)piperazine (4 g) and sodium iodide (3 g) in dimethylformamide (60 cc). The mixture is heated for 8 hours at boiling point, then cooled to a temperature of about 20° C. 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 (22 cc), 2-{2-[4-(1,2-benzisoxazol-3-yl)-1-piperazinyl]ethyl}naphtho[1,8-cd]isothiazole 1,1-dioxide (2.3 g) is obtained m.p. 148° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05036075
Source datasetuspto-grants-1991_07
ORD IDord-773e32bd78d04e6382149330f0462c55
Source noteuspto-grants-1991_07