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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1493270Generated: October 31, 2026

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

https://huagongshe.com/reaction/1493270

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant3-(Piperazin-1-yl)-1,2-benzoxazoleHCID 13232475—
Reactant2(3-Chloropropyl)naphtho[1,8-cd]isothiazole 1,1-dioxideHCID 14580026—
SolventDimethylformamideHCID 6228—
Product2-{3-[4-(1,2-Benzisoxazol-3-yl)-1-piperazinyl]propyl}naphtho[1,8-cd]isothiazole 1,1-dioxideHCID 15710736—

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 (3.6 g), triethylamine (1.8 cc) and 4(1,2-benzisoxazol-3-yl)piperazine (2.69) in dimethylformamide (200 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 dichloromethane as eluant, and recrystallization from boiling acetonitrile (30 cc), 2-{3-[4-(1,2-benzisoxazol-3-yl) -1-piperazinyl]propyl}naphtho[1,8-cd]isothiazole 1,1-dioxide (1.4 g) is obtained, m.p. 263° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05021420
Source datasetuspto-grants-1991_06
ORD IDord-895dc62ffcf748909125fcd1387e96b2
Source noteuspto-grants-1991_06