Reaktion #5023

Reaktionsgleichung

ethanol

N-acetyl-5-bromo-7-nitroindoline

hydrochloric acid

→

compound

Ausbeute 32.2%

N-acetyl-7-amino-5-bromoindoline

Ausbeute 32.2%

Lösungsmittel

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturto refluxing for 5 hours with vigorous stirring
2. 2
   FiltrationThe reaction mixture was filtered by suction while hot
3. 3
   Sonstigeto remove insoluble matter
4. 4
   Einengenthe filtrate thereof was concentrated
5. 5
   Temperaturcooled

Vorschrift

To a mixed solution of ethanol (400 ml) and water (100 ml), were added N-acetyl-5-bromo-7-nitroindoline (133.1 g), iron powder (10 mesh; 75 g) and concentrated hydrochloric acid (5 ml), and the mixture was subjected to refluxing for 5 hours with vigorous stirring. The reaction mixture was filtered by suction while hot to remove insoluble matter, and then the filtrate thereof was concentrated and cooled on standing to give the intended compound 38.3 g (32.2%) as a brown needle crystal. M.P.: 154°-155° C.

Quelle