Reaktion #1121740

Reaktionsgleichung

1,4-dioxane

2-(p-nitrophenyl)-5-nitrobenzofurane

hydrochloric acid

→

2-(p-aminophenyl)-5-aminobenzofurane

Ausbeute 90.0%

Lösungsmittel

water

—

mixed solvent

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe resulting mixture was refluxed
2. 2
   FiltrationThe hot supernatant was filtered with Celite immediately
3. 3
   Sonstigea completion of the reaction by TLC (Thin-Layer Chromatography)
4. 4
   WaschenThe residual material was adequately washed with hot 1,4-dioxane
5. 5
   Filtrationfiltered
6. 6
   Einengenconcentrated by an evaporator
7. 7
   EinengenAfter concentration, recrystallization

Vorschrift

Then, 12.42 g (1.0 equivalent) of the obtained 2-(p-nitrophenyl)-5-nitrobenzofurane was added to 48.85 g (20.0 equivalents) of a 100 mesh iron powder previously activated by 0.5 ml of concentrated hydrochloric acid in 150 ml of a mixed solvent of 1,4-dioxane and water in proportions of 1:1, and the resulting mixture was refluxed by heating at about 110° C. for 2 hours and heavily stirred. The hot supernatant was filtered with Celite immediately after confirming a completion of the reaction by TLC (Thin-Layer Chromatography). The residual material was adequately washed with hot 1,4-dioxane and filtered. This operation was repeated three or four times, and then filtrates were combined and concentrated by an evaporator. After concentration, recrystallization was carried out with ethanol to obtain 7.1 g of orange-colored 2-(p-aminophenyl)-5-aminobenzofurane (amino compound A) at an yield of 90%.

Quelle