Reaktion #51684

Reaktionsgleichung

Chlorosulfonic acid

sodium sulfate

(5-nitro-indol-1-yl)-acetonitrile

→

1-carbamoylmethyl-5-nitro-1H-indole-3-sulfonyl chloride

Ausbeute 51.0%

Lösungsmittel

methylene chloride

methylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added via syringe
2. 2
   workup.STIRRINGAfter stirring for 2 h
3. 3
   workup.ADDITIONthe reaction mixture was worked up by the cautious addition of ice
4. 4
   Filtrationthe mixture was filtered
5. 5
   Sonstigeto afford an off-white powder which
6. 6
   Waschenwas washed well with water

Vorschrift

Chlorosulfonic acid (3.05 ml, 45.9 mmole) from the above Step was added to a suspension of anhydrous sodium sulfate (0.71 g) in methylene chloride (30 ml). After stirring for 25 minutes at room temperature, (5-nitro-indol-1-yl)-acetonitrile (1.00 g) dissolved in methylene chloride was added via syringe. After stirring for 2 h, the reaction mixture was worked up by the cautious addition of ice. When the ice had melted, the mixture was filtered to afford an off-white powder which was washed well with water to afford 0.806 g of 1-carbamoylmethyl-5-nitro-1H-indole-3-sulfonyl chloride (51% yield).

Quelle