Reaktion #3215

ord-57ce19bea6534a878ad8a04143464a6c

Reaktionsgleichung

O=C1Nc2cc(I)ccc2C1=O
6-iodo-1H-indole-2,3-dione
O
water
O=c1[nH]c2cc(I)ccc2c(=O)o1
title compound
Ausbeute 81.8%
O=c1[nH]c2cc(I)ccc2c(=O)o1
7-Iodo-2H-3,1-benzoxazine-2,4(1H)-dione
Ausbeute 81.8%

Reaktionsbedingungen

Temperatur
80°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturwhile maintaining the temperature of the reaction mixture at 80°-90° C
  2. 2
    Temperaturcooled
  3. 3
    FiltrationThe resulting mixture was filtered
  4. 4
    Sonstigethe collected solids dried

Vorschrift

To a stirred warm (80° C.) solution of 6-iodo-1H-indole-2,3-dione (3.0 g, 11 mM) in acetic acid (10 mL) and acetic anhydride (10 mL) was added in small portions chromium trioxide (1.83 g, 18.3 mM) while maintaining the temperature of the reaction mixture at 80°-90° C. The reaction mixture was then heated at 80° C. for 10 min, cooled and poured into water. The resulting mixture was filtered and the collected solids dried to provide the title compound as a yellow solid (2.6 g, 81.8%); MS(CI): 290 (M+H).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05733910uspto-grants-1998_03