Reaktion #55933

ord-74de4695fe0f4d1bb565c214767e9a0f

Reaktionsgleichung

Nc1ccc(O)cc1
4-aminophenol
O=[N+]([O-])c1ccc(S(=O)(=O)Cl)cc1
4-nitrobenzenesulfonyl chloride
CC(=O)O
acetic acid
→
O=[N+]([O-])c1ccc(S(=O)(=O)Nc2ccc(O)cc2)cc1
material
Ausbeute 73.0%
O=[N+]([O-])c1ccc(S(=O)(=O)Nc2ccc(O)cc2)cc1
4-[(4-Nitrophenyl)sulfonyl]aminophenol
Ausbeute 73.0%

Edukte

—
crude product
Nc1ccc(O)cc1
4-aminophenol
O=[N+]([O-])c1ccc(S(=O)(=O)Cl)cc1
4-nitrobenzenesulfonyl chloride
CC(=O)O
acetic acid

Reagenzien

Keine

Lösungsmittel

c1ccncc1
pyridine
—
ice water

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturwas heated
  2. 2
    Temperaturunder reflux for 4 hours
  3. 3
    SonstigeRecrystallization from CH3NO2

Vorschrift

A mixture of 4-aminophenol (27 g, 0.25 mole) and 4-nitrobenzenesulfonyl chloride (55 g, 0.25 mole) in pyridine (500 ml) was heated under reflux for 4 hours. The reaction mixture was poured in ice water and acidified with acetic acid. The crude product weighed 86 g. Recrystallization from CH3NO2 provided 53 g (73%) of material used in Part B; m.p. 197°-198°.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04222948uspto-grants-1980_09