Reaktion #81397

ord-b7167f9134904423ae762dc2aecb6d72

Reaktionsgleichung

CC(=O)N[C@H](CSc1ccccc1[N+](=O)[O-])C(=O)O
S-(o-nitrophenyl)-N-acetyl-D-cysteine
→
N[C@H](CSc1ccccc1[N+](=O)[O-])C(=O)O
product
Ausbeute 100.0%
N[C@H](CSc1ccccc1[N+](=O)[O-])C(=O)O
S-(o-Nitrophenyl)-D-cysteine
Ausbeute 100.0%

Edukte

CC(=O)N[C@H](CSc1ccccc1[N+](=O)[O-])C(=O)O
S-(o-nitrophenyl)-N-acetyl-D-cysteine

Reagenzien

Keine

Lösungsmittel

O=S(=O)(O)O
sulfuric acid

Reaktionsbedingungen

Temperatur
0°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Einengenconcentrated
  2. 2
    workup.ADDITIONAmmonium hydroxide (NH4OH) was added
  3. 3
    FiltrationThe resulting precipitate was filtered
  4. 4
    Sonstigedried

Vorschrift

A solution of 13.6 g (47.9 mmol) of S-(o-nitrophenyl)-N-acetyl-D-cysteine was refluxed in 57 mL of 18M sulfuric acid (H2SO4) for 1 hour. The bright yellow solution was cooled to 0° C. and concentrated. Ammonium hydroxide (NH4OH) was added to adjust the pH=5.4. The resulting precipitate was filtered and dried to yield 11.6 g (100% ) of product.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05618808uspto-grants-1997_04