Reaktion #1149588

Reaktionsgleichung

acetic acid

sodium cyanate

(R)-N-[2-chloro-4-{4-aminophenylsulphanyl}phenyl]-2-acetoxy-2-methyl-3,3,3-trifluoropropanamide

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title compound

Ausbeute 65.3%

(R)-N-[2-Chloro-4-{4-ureidophenylsulphanyl}phenyl]-2-acetoxy-2-methyl-3,3,3-trifluoropropanamide

Ausbeute 65.3%

Lösungsmittel

water

THF

Water

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionextracted with ethyl acetate (2×20 ml)
2. 2
   workup.ADDITIONThe extracts were poured onto a Varian Chem Elut column
3. 3
   Wascheneluted with ethyl acetate
4. 4
   SonstigeVolatile material was removed by evaporation
5. 5
   Sonstigethe residue was triturated with ether

Vorschrift

Water (0.34 ml), acetic acid (0.54 ml) and sodium cyanate (0.104 g dissolved in 0.3 ml of water) were added to a solution of (R)-N-[2-chloro-4-{4-aminophenylsulphanyl}phenyl]-2-acetoxy-2-methyl-3,3,3-trifluoropropanamide (0.432 g) (Method 22) in THF (0.8 ml. The mixture was stirred for 2 hours then diluted with water (5 ml) and extracted with ethyl acetate (2×20 ml). The extracts were poured onto a Varian Chem Elut column and eluted with ethyl acetate. Volatile material was removed by evaporation and the residue was triturated with ether to give the title compound (0.31 g) as a solid. NMR: 1.8 (s, 3H), 2.2 (s, 3H), 5.9 (s, 2H), 7.1 (s, 3H), 7.4 (d, 2H), 7.5 (d, 2H). 8.8 (s, 1H), 9.9 (s, 1H); MS (ESP−): 474.

Quelle