Reaktion #55934

Reaktionsgleichung

acetic acid

p-nitrobenzenesulfonyl chloride

4-amino-3-methylphenol

water

→

pure intermediate

Ausbeute 84.3%

4-[[(4-Nitrophenyl)sulfonyl]amino]-3-methylphenol

Ausbeute 84.3%

Lösungsmittel

pyridine

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturby heating on a steam bath for 2 hours
2. 2
   SonstigeThe tar crystallized
3. 3
   Sonstigeto give
4. 4
   Filtrationafter filtration 67 g (100%) of brown solid
5. 5
   SonstigeThe entire sample was recrystallized from CH3NO2

Vorschrift

To a stirred mixture of 4-amino-3-methylphenol (24 g, 0.2 mole) in 600 ml of pyridine was added all at once p-nitrobenzenesulfonyl chloride (Eastman) (45 g, 0.2 mole) followed by heating on a steam bath for 2 hours. The dark oily solution was poured into 4 liters of water and then treated with glacial acetic acid until acid. The tar crystallized on standing to give after filtration 67 g (100%) of brown solid. The entire sample was recrystallized from CH3NO2 to give 52 g of pure intermediate.

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