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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1456411Generated: October 31, 2026

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

https://huagongshe.com/reaction/1456411

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 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 armbient 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 numberUS05843949
Source datasetuspto-grants-1998_12
ORD IDord-5cff92c042ff4288916f3e99b8beb572
Source noteuspto-grants-1998_12