Reaktion #1147777

ord-ceb6a0373fd44fec91417ccc7704f62c

Reaktionsgleichung

CCOC(=O)C(=CNc1ccc(CO)cc1I)C(=O)OCC
diethyl 2-{[4-(hydroxymethyl)-2-iodoanilino]methylene}malonate
CC(=O)OC(C)=O
acetic anhydride
O
water
→
CCOC(=O)C(=CNc1ccc(COC(C)=O)cc1I)C(=O)OCC
diethyl 2-({4-[(acetyloxy)methyl]-2-iodoanilino}methylene)malonate
Ausbeute 87.0%

Edukte

CCOC(=O)C(=CNc1ccc(CO)cc1I)C(=O)OCC
diethyl 2-{[4-(hydroxymethyl)-2-iodoanilino]methylene}malonate
CC(=O)OC(C)=O
acetic anhydride
O
water

Reagenzien

Keine

Lösungsmittel

CC(=O)O
acetic acid

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    FiltrationThe resulting solid is filtered
  2. 2
    Sonstigedried

Vorschrift

A solution of diethyl 2-{[4-(hydroxymethyl)-2-iodoanilino]methylene}malonate (0.20 g) and acetic anhydride (0.054 mL) in acetic acid (0.24 mL) is heated at 80° C. overnight. The reaction is cooled to room temperature and poured into 50 mL of water. The resulting solid is filtered and dried to yield 0.19 g (87%) of diethyl 2-({4-[(acetyloxy)methyl]-2-iodoanilino}methylene)malonate as a white solid, m.p. 128-131° C.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06525049B2uspto-grants-2003_02