Reacción #54856

ord-f3cf09e4f816450a856771fcfbe22088

Ecuación de reacción

CC(=O)O
acetic acid
Nc1ccccc1S
o-aminothiophenol
CC1(C)SC(C(NC(=O)Cc2ccccc2)C(=O)O)NC1C(=O)O
benzylpenicilloic acid
CC(C)(S)[C@@H](N)C(=O)O
D-penicillamine

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    TemperaturaThe mixture was heated
  2. 2
    Temperaturaunder reflux
  3. 3
    workup.ADDITIONThe reaction mixture was then treated

Procedimiento

To a solution of 2.4 g (0.04 mole) of acetic acid in 20 ml of water, were added 1.38 g (0.011 mole) of o-aminothiophenol and 3.52 g (0.01 mole) of benzylpenicilloic acid. The mixture was heated under reflux, with stirring, for 2.5 hours in a nitrogen atmosphere. The reaction mixture was then treated as described in Example 6 to give D-penicillamine as colorless crystals: yield 1.03 g (69.1%), m.p. 202°-203° C.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US04150240uspto-grants-1979_04