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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 744323Generated: October 30, 2026

Water → 4-[1-(Phenylsulfonyl)-1H-indazol-3-yl]-1-piperazinecarbonitrile

https://huagongshe.com/reaction/744323

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantCyanogen BromideHCID 10476—
ReactantPotassium CarbonateHCID 11430—
Reactant1-(Benzenesulfonyl)-3-(4-methylpiperazin-1-yl)-1H-indazoleHCID 14823425—
SolventDimethyl SulfoxideHCID 679—
Product4-[1-(Phenylsulfonyl)-1H-indazol-3-yl]-1-piperazinecarbonitrileHCID 14823443—

Reaction Steps

To a stirred mixture of 3-(4-methyl-1-piperazinyl)-1phenylsulfonyl-1H-indazole (237 g, 0.67 mole), K2CO3 (102 g, 0.74 mole) and dimethylsulfoxide (DMSO, 2000 ml), under nitrogen, was added cyanogen bromide (72 g, 0.68 mmol) dissolved in DMSO (525 ml). The reaction was stirred at ambient temperature for 5.5 hours and was then poured into H2O (7 1). The solid, which precipitated from solution, was collected by filtration and was washed well with H2O affording 168 g (68%) of product. A 5.2 g sample was recrystallized twice from ethanol-H2O yielding 4.0 g of 4-[1-(phenylsulfonyl)-1H-indazol-3-yl]-1-piperazinecarbonitrile, m.p.=178°-180° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05559117
Source datasetuspto-grants-1996_09
ORD IDord-fd23cf3dcd014098a70f1db14d4d7172
Source noteuspto-grants-1996_09