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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1640981Generated: October 31, 2026

Ethanol → 2-amino-N-(5-benzenesulfonyl-1H-indazol-3-yl)-4-(4-methyl-piperazin-1-yl)-benzamide

https://huagongshe.com/reaction/1640981

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanolHCID 702—
ReactantWaterHCID 962—
ReactantCyclohexeneHCID 8079—
ReactantN-(5-benzenesulfonyl-1H-indazol-3-yl)-4-(4-methyl-piperazin-1-yl)-2-nitro-benzamideHCID 59437077—
CatalystPalladiumHCID 23938—
SolventTetrahydrofuranHCID 8028—
Product2-amino-N-(5-benzenesulfonyl-1H-indazol-3-yl)-4-(4-methyl-piperazin-1-yl)-benzamideHCID 5943708786.1%

Reaction Steps

N-(5-benzenesulfonyl-1H-indazol-3-yl)-4-(4-methyl-piperazin-1-yl)-2-nitro-benzamide (1.71 g, 3.29 mmol) was suspended in a mixture of tetrahydrofuran (17 mL), ethanol (33 mL), water (25 mL) and cyclohexene (17 mL), treated with 10% palladium on carbon and stirred under reflux. After two hours the reaction was cooled to room temperature and filtered over celite washing thoroughly with tetrahydrofuran. Evaporation of the filtrate and purification of the crude product by flash chromatography over silica gel (eluent: dichloromethane/methanol/33% NH4OH in 95:5:1 ratio) afforded 1.39 g of title compound as a yellow powder (86% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08114865B2
Source datasetuspto-grants-2012_02
ORD IDord-015ecb48758f4f3ba63159b99173b846
Source noteuspto-grants-2012_02