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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2379907Generated: October 30, 2026

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

https://huagongshe.com/reaction/2379907

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)-1-phenylsulfonyl-1H-indazole (237 g, 0.67 mol), K2CO3 (102 g, 0.74 mol) and dimethylsulfoxide (DMSO, 2000 ml), under nitrogen, was added cyanogen bromide (72 g, 0.68 mol) 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 numberUS05364866
Source datasetuspto-grants-1994_11
ORD IDord-b9604b72ca0d4f69970356e7121da4c1
Source noteuspto-grants-1994_11