Acetic Acid → Penicillamine

HRID 26578

Reaktionsgleichung

Reaktionsgleichung von HRID 26578
C(O)(=O)C.NC1C=CC=CC=1S.[CH3:13][C:14]1([CH3:36])[S:18]C(C(NC(CC2C=CC=CC=2)=O)C(O)=O)[NH:16][CH:15]1[C:33]([OH:35])=[O:34]>O>[NH2:16][C@@H:15]([C:33]([OH:35])=[O:34])[C:14]([SH:18])([CH3:36])[CH3:13]

Komponenten

5

Edukt 3

HCID 176Acetic AcidHCID 87132-AminothiophenolHCID 98994Penicilloate

Produkt 1

HCID 5852Penicillamine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

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.

Aufarbeitung

  1. temperatureThe mixture was heated
  2. temperatureunder reflux
  3. additionThe reaction mixture was then treated

Quellen und Nachweise

ORD-Eintrag
ord-f3cf09e4f816450a856771fcfbe22088
Quelldatensatz
uspto-grants-1979_04
Patentnummer
US04150240

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