Aniline → Benzenesulfonamide, 4-methyl-N-phenyl-

HRID 1587544

Reaktionsgleichung

Reaktionsgleichung von HRID 1587544
[NH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:8]1([CH3:18])[CH:13]=[CH:12][C:11]([S:14](Cl)(=[O:16])=[O:15])=[CH:10][CH:9]=1>N1C=CC=CC=1>[CH3:18][C:8]1[CH:13]=[CH:12][C:11]([S:14]([NH:1][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)(=[O:16])=[O:15])=[CH:10][CH:9]=1

Komponenten

4

Edukt 2

HCID 6115AnilineHCID 73974-Toluenesulfonyl chloride

Produkt 1

HCID 2456Benzenesulfonamide, 4-methyl-N-phenyl-

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Reaktionsbedingungen

Temperatur
5 °C

Versuchsvorschrift

Dissolve aniline (930 mg, 10 mmol) in anhydrous pyridine (25 mL) and cool to 5° C. Add, by dropwise addition, p-toluenesulfonyl chloride (2.1 g, 11 mmol) and stir overnight. Partition between water and ethyl acetate and separate the organic phase. Wash the organic phase with cold 1N hydrochloric acid, saturated sodium hydrogen carbonate and brine. Dry (MgSO4) and evaporate the solvent in vacuo to give the title compound.

Aufarbeitung

  1. customPartition between water and ethyl acetate
  2. customseparate the organic phase
  3. washWash the organic phase with cold 1N hydrochloric acid, saturated sodium hydrogen carbonate and brine
  4. dry with materialDry (MgSO4)
  5. customevaporate the solvent in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-17afee4eb84643fa9f4983b8a056dfdb
Quelldatensatz
uspto-grants-1993_06
Patentnummer
US05217964

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