4-Aminobenzenesulfonyl fluoride → HCID 22495894, compound

HRID 2053370Notes

Reaction equation

HRID 2053370 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N+:11]([O-:13])=[O:12])=[C:6]([CH:10]=1)[C:7](Cl)=[O:8].[NH2:14][C:15]1[CH:20]=[CH:19][C:18]([S:21]([F:24])(=[O:23])=[O:22])=[CH:17][CH:16]=1>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([N+:11]([O-:13])=[O:12])=[C:6]([CH:10]=1)[C:7]([NH:14][C:15]1[CH:20]=[CH:19][C:18]([S:21]([F:24])(=[O:23])=[O:22])=[CH:17][CH:16]=1)=[O:8]

Participants

4

Reactant 2

HCID 668234-Aminobenzenesulfonyl fluorideHCID 27236855-Chloro-2-nitrobenzoyl chloride

Product 1

HCID 22495894HCID 22495894, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

86.00 g (0.39 mol) of 5-chloro-2-nitro-benzoyl chloride was dissolved in 300 ml of toluene, a solution of 62.00 g (0.35 mol) of 4-aminobenzenesulfonyl fluoride was added dropwise, and the mixture was heated under reflux for 4 h. Subsequently it was cooled, concentrated in vacuo to half of its volume, cooled, and the precipitated solid was filtered off with suction. 121.60 g (86%) of the title compound having a melting point of 182-184° C. were obtained.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 4 h
  3. temperatureSubsequently it was cooled
  4. concentrationconcentrated in vacuo to half of its volume
  5. temperaturecooled
  6. filtrationthe precipitated solid was filtered off with suction
  7. customwere obtained

Sources & evidence

ORD record
ord-e4302cd81f2640ebba52477cd54c0939
Source dataset
uspto-grants-2008_02
Patent number
US07326789B2

Reaction notes

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