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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1077375Generated: October 30, 2026

Benzenesulfonyl chloride → 5-fluoro-2,4-bis[(N-benzenesulfonyl)amino]toluene

https://huagongshe.com/reaction/1077375

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzenesulfonyl chlorideHCID 7369—
Reactant4-Fluoro-6-methylbenzene-1,3-diamineHCID 17821511—
SolventPyridineHCID 1049—
Product5-fluoro-2,4-bis[(N-benzenesulfonyl)amino]tolueneHCID 1943116141%

Reaction Conditions

Temperature120 °C

Reaction Steps

8 g 5-fluoro-2,4-diaminotoluene from Step 2 are dissolved in 250 ml pyridine, mixed with 7.9 ml benzenesulfonyl chloride, and stirred for 1 hour at 120° C. After cooling, the reaction preparation is poured over ice. The obtained precipitate is washed with water, dried in vacuum over phosphorus pentoxide, and recrystallized from methanol. 3.9 g (41% of theory) 5-fluoro-2,4-bis[(N-benzenesulfonyl)amino]toluene are obtained which melts at 146° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05542953
Source datasetuspto-grants-1996_08
ORD IDord-252434250f0648a3995f280cae4f6906
Source noteuspto-grants-1996_08