Réaction #55932

ord-26a0e1480bfd42aead7188fc89038f4e

Équation de réaction

Nc1cccc(O)c1
3-aminophenol
O=[N+]([O-])c1ccc(S(=O)(=O)Cl)cc1
p-nitrobenzenesulfonyl chloride
CC(=O)O
acetic acid
→
O=[N+]([O-])c1ccc(S(=O)(=O)Nc2cccc(O)c2)cc1
product
Rendement 56.6%
O=[N+]([O-])c1ccc(S(=O)(=O)Nc2cccc(O)c2)cc1
3-[(4-Nitrophenyl)sulfonyl]aminophenol
Rendement 56.6%

Réactifs

Nc1cccc(O)c1
3-aminophenol
O=[N+]([O-])c1ccc(S(=O)(=O)Cl)cc1
p-nitrobenzenesulfonyl chloride
CC(=O)O
acetic acid

Réactifs

Aucun

Solvants

c1ccncc1
pyridine

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Températurewas heated at 80° on a steam bath for 4 hours
  2. 2
    workup.ADDITIONThe reaction mixture was poured on ice
  3. 3
    FiltrationThe precipitated product was filtered
  4. 4
    Autrerecrystallized from isopropanol

Mode opératoire

A mixture of 3-aminophenol (33 g, 0.3 mole) and p-nitrobenzenesulfonyl chloride (66 g, 0.3 mole) in pyridine (350 ml) was heated at 80° on a steam bath for 4 hours. The reaction mixture was poured on ice and acidified with acetic acid. The precipitated product was filtered and recrystallized from isopropanol and gave 50 g (49%) of product which was used in Part B.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US04222948uspto-grants-1980_09