Water → n-(4-Cyanophenyl)-4-methylbenzenesulfonamide

HRID 1356664Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1356664
[NH2:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][CH:3]=1.[C:10]1([CH3:20])[CH:15]=[CH:14][C:13]([S:16](Cl)(=[O:18])=[O:17])=[CH:12][CH:11]=1.O>N1C=CC=CC=1.C(#N)C>[C:6]([C:5]1[CH:8]=[CH:9][C:2]([NH:1][S:16]([C:13]2[CH:14]=[CH:15][C:10]([CH3:20])=[CH:11][CH:12]=2)(=[O:18])=[O:17])=[CH:3][CH:4]=1)#[N:7]

Komponenten

6

Edukt 3

HCID 962WaterHCID 73974-Toluenesulfonyl chlorideHCID 133964-Aminobenzonitrile

Produkt 1

HCID 257975n-(4-Cyanophenyl)-4-methylbenzenesulfonamideAusbeute 98 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1049PyridineLösungsmittelHCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

4-Aminobenzonitrile (98%, 500.0 g (4.15 mol) was dissolved in a mixed solvent of pyridine (360 ml) and acetonitrile (900 ml). To this, p-toluenesulfonyl chloride (872.3 g (4.44 mol)) was added with stirring at room temperature. After stirring for 16 hours at room temperature, water (4000 ml) was added to the reaction mixture to bring about separation of crystals. The crystals were filtered and washed with water to give 1153 g (98%) of 4′-cyano-p-toluenesulfonanilide as pale red crude crystals.

Aufarbeitung

  1. stirringAfter stirring for 16 hours at room temperature
  2. customto bring about separation of crystals
  3. filtrationThe crystals were filtered
  4. washwashed with water

Quellen und Nachweise

ORD-Eintrag
ord-fe1a1a27fabb4a81bff7de403bc264c5
Quelldatensatz
uspto-grants-2003_07
Patentnummer
US06586617B1

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