Reaktion #163513

Reaktionsgleichung

1-aminohydantoin hydrochloride

cyanuric chloride

sodium bicarbonate

→

crude product

Ausbeute 107.2%

1-(4,6-dichloro-[1,3,5]-triazin-2-yl-amino)-imidazolidine-2,4-dione

Ausbeute 107.2%

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGstirred at room temperature for 20 h
2. 2
   SonstigeThe reaction mixture was evaporated to dryness under reduced pressure
3. 3
   Extraktionthe residue was extracted with ethyl acetate
4. 4
   Sonstigethe ethyl acetate was separated
5. 5
   Trocknendried (MgSO4)

Vorschrift

An ice-cold suspension of 1-aminohydantoin hydrochloride (457 mg, 3.0 mmol), cyanuric chloride (500 mg, 2.73 mmol) and sodium bicarbonate (505 mg, 6 mmol) in acetonitrile (5 mL) was stirred under an atmosphere of nitrogen for 2 h and then stirred at room temperature for 20 h. The reaction mixture was evaporated to dryness under reduced pressure and the residue was extracted with ethyl acetate and the ethyl acetate was separated and dried (MgSO4). The crude product (770 mg) gave a single spot on thin layer chromatography [silica; CH2Cl2/MeOH (10:1)] and was used in the next step without further purification. NMR (CD3CN): δ=4.11 (s, 2H); 8.71 (s, 1H); 8.85 (s, 1H).

Quelle