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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 321972Generated: October 29, 2026

Benzenesulfonamide → N-benzenesulfonyl-3-amino-4-nitrobenzamide

https://huagongshe.com/reaction/321972

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenesulfonamideHCID 7370—
Reactant3-Acetamido-4-nitrobenzoic acidHCID 3933078—
Reactant3-(Cycloundecen-1-yl)-1,2-diazacycloundec-2-eneHCID 53630274—
SolventDimethylformamideHCID 6228—
ProductN-benzenesulfonyl-3-amino-4-nitrobenzamideHCID 1831556050.2%

Reaction Steps

N,N′-carbonyldiimidazole (28.9 g) is added to an N,N-dimethylformamide (300 ml) solution of 3-acetylamino-4-nitro-benzoic acid (20.0 g), and the solution is stirred for 1 hour at room temperature. Further, benzenesulfonamide (28.0 g) and diazabicycloundecene (27.16 g) are added to the solution and the solution is stirred for 4 days at 100° C. The solvent is removed through evaporation under reduced pressure. Chloroform and 10% sodium hydroxide aqueous solution are added to the residue, and the mixture is stirred briskly. 10% hydrochloric acid is added to the aqueous layer until neutral. Chloroform is added and the solution is stirred briskly. The precipitated crystals are separated through filtration, and are dried. Thus, N-benzenesulfonyl-3-amino-4-nitrobenzamide (14.4 g) is obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06211177B1
Source datasetuspto-grants-2001_04
ORD IDord-6718aa49e1c54bb0b543d12d6dbefcd3
Source noteuspto-grants-2001_04