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
Participants
| Role | Name | HCID | Charge |
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| Reactant | Benzenesulfonamide | HCID 7370 | — |
| Reactant | 3-Acetamido-4-nitrobenzoic acid | HCID 3933078 | — |
| Reactant | 3-(Cycloundecen-1-yl)-1,2-diazacycloundec-2-ene | HCID 53630274 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | N-benzenesulfonyl-3-amino-4-nitrobenzamide | HCID 18315560 | 50.2% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06211177B1 |
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| Source dataset | uspto-grants-2001_04 |
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| ORD ID | ord-6718aa49e1c54bb0b543d12d6dbefcd3 |
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| Source note | uspto-grants-2001_04 |
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