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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1968676Generated: October 29, 2026

Benzenesulfonyl chloride, 4-chloro-3-nitro- → Benzenesulfonamide, 4-chloro-N-methyl-3-nitro-N-phenyl-

https://huagongshe.com/reaction/1968676

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenesulfonyl chloride, 4-chloro-3-nitro-HCID 7323—
ReactantN-MethylanilineHCID 7515—
ReactantTriethylamineHCID 8471—
SolventTolueneHCID 1140—
ProductBenzenesulfonamide, 4-chloro-N-methyl-3-nitro-N-phenyl-HCID 80850—

Reaction Steps

4-Chloro-3-nitrobenzene-1-sulfonyl chloride (10.6 g, 0.041 mol) was dissolved in toluene (50 ml); and triethylamine (4.14 g, 0.041 mol) was then added. To the resulting solution, N-methylaniline (4.4 g, 0.041 mol) was added under stirring. The reaction mixture was incubated at 70-80° C. for 1 h. Thereafter, it was allowed to cool. The cooled solution was washed twice with 30 ml of water and concentrated under vacuum. The residue was recrystallized from ethanol. The yield of 4-chloro-N-methyl-3-nitro-N-phenylbenzene sulfonamide was 9.4 g (61%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08426433B2
Source datasetuspto-grants-2013_04
ORD IDord-43d316601ce7404bbe6910764e986f1f
Source noteuspto-grants-2013_04