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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 655628Generated: October 26, 2026

3-(Methylsulfonyl)benzenesulfonyl chloride → N-[3-(3,5-Dimethoxy-phenylamino)-quinoxalin-2-yl]-3-methanesulfonyl-benzenesulfonamide

https://huagongshe.com/reaction/655628

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-(Methylsulfonyl)benzenesulfonyl chlorideHCID 220330—
ReactantN-(3,5-dimethoxyphenyl)quinoxaline-2,3-diamineHCID 16045834—
SolventPyridineHCID 1049—
Solvent1,2-DichlorobenzeneHCID 7239—
ProductN-[3-(3,5-Dimethoxy-phenylamino)-quinoxalin-2-yl]-3-methanesulfonyl-benzenesulfonamideHCID 1604508221%

Reaction Conditions

Temperature100 °C

Reaction Steps

N-(3,5-dimethoxyphenyl)quinoxaline-2,3-diamine (50 mg, 0.17 mmol), 3-(methylsulfonyl)benzenesulfonyl chloride (64 mg, 0.26 mmol, commercially available from Matrix) are dissolved in a 1 to 1 mixture of pyridine and 1,2-dichlorobenzene (0.4 ml) and the reaction mixture is heated at 100° C. in the microwave for 20 min. When TLC confirms the total consumption of the starting material, the reaction mixture is cooled down to rt. The precipitate formed is filtered and purified by column chromatography, using CHCl3: MeOH as eluent, to afford 18 mg (21%) of the title compound as a light brown solid. HPLC (max plot) 84%, rt. 4.2 min. LC/MS: (ES+): 515.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08071597B2
Source datasetuspto-grants-2011_12
ORD IDord-b4cb53515d604c85afaf5bc8a4bd8da0
Source noteuspto-grants-2011_12