Réaction #1005930

Équation de réaction

2′,3′-Dinitro-3,4,4′,5-tetramethoxy-(Z)-stilbene

sodium thiosulfate

water

→

2′,3′-Diamino-3,4,4′,5-tetramethoxy-(Z)-stilbene

Solvants

acetone water

Conditions de réaction

Traitement

1. 1
   Températurethe reaction mixture was heated
2. 2
   Températureto reflux for 6 hours
3. 3
   TempératureThe reaction was cooled to room temperature
4. 4
   AutreThe organic layer was separated
5. 5
   Extractionthe aqueous layer was extracted with ethyl acetate (4×25 mL)
6. 6
   LavageThe combined organic layer were washed with brine
7. 7
   Séchagedried over Na2SO4
8. 8
   Concentrationconcentrated in vacuo

Mode opératoire

A well-stirred solution of 2′,3′-Dinitro-3,4,4′,5-tetramethoxy-(Z)-stilbene (0.422 g, 1.08 mmol) in a mixture of acetone-water (2:1) was heated to 50° C. Then sodium thiosulfate (1.88 g, 10.81 mmol, 10.0 equiv) was added and the reaction mixture was heated to reflux for 6 hours. The reaction was cooled to room temperature and water was added. The organic layer was separated and the aqueous layer was extracted with ethyl acetate (4×25 mL). The combined organic layer were washed with brine, dried over Na2SO4 and concentrated in vacuo. The mixture was then subjected to preparative TLC to give the 2′,3′-Diamino-3,4,4′,5-tetramethoxy-(Z)-stilbene.

Source