Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 629612Generated: October 30, 2026

4-Chloro-3-nitrobenzenesulfonamide → 3-Nitro-4-[2-(3-oxo-piperazin-1-yl)-ethylamino]-benzenesulfonamide

https://huagongshe.com/reaction/629612

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Chloro-3-nitrobenzenesulfonamideHCID 7324—
ReactantTriethylamineHCID 8471—
Reactant1,4-DioxaneHCID 31275—
Reactant4-(2-Aminoethyl)piperazin-2-oneHCID 7175991—
SolventWaterHCID 962—
SolventDimethylacetamideHCID 31374—
Product3-Nitro-4-[2-(3-oxo-piperazin-1-yl)-ethylamino]-benzenesulfonamideHCID 67226962—

Reaction Conditions

Temperature90 °C

Reaction Steps

4-(2-Amino-ethyl)-piperazin-2-one (5.51 g) and triethylamine (9.07 mL, 6.59 g) were added to 1,4-dioxane (100 mL), N,N-dimethylacetamide (20 mL), and water (10 mL) and mixed until dissolved. 4-Chloro-3-nitrobenzenesulfonamide (7.00 g) was added, and the mixture was heated to 90° C. for 16 hours. The mixture was cooled and the solvent was removed under vacuum. The crude material was purified by recrystallization from 20% methanol in dichloromethane with subsequent washing of the recrystallized solid with 10% methanol in dichloromethane followed by washing with 100% dichloromethane.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09315488B2
Source datasetuspto-grants-2016_04
ORD IDord-bbdbe555416648678f8eb73fe844e802
Source noteuspto-grants-2016_04