Reaktion #1604361

Reaktionsgleichung

1-(4-chloro-3-nitrophenyl)-2-bromopropan-1-one

O-ethyl hydrazinecarbothioate

→

5-(4-chloro-3-nitrophenyl)-6-methyl-3,6-dihydro-2H-1,3,4-thiadiazin-2-one

Ausbeute 23.0%

Lösungsmittel

water

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   EinengenThe reaction medium is then concentrated under vacuum
2. 2
   Sonstigethe residue obtained
3. 3
   ExtraktionThe aqueous phase is extracted twice with ethyl acetate
4. 4
   Waschenthe combined organic phases are washed with water
5. 5
   Trocknendried over anhydrous sodium sulfate
6. 6
   SonstigeThe solvent is evaporated off under vacuum
7. 7
   Sonstigeto give an oil, which
8. 8
   Sonstigeis purified on a column of silica using a dichloromethane/acetone mixture (95/5) as eluent

Vorschrift

22 g (75 mM) of 1-(4-chloro-3-nitrophenyl)-2-bromopropan-1-one and 8 ml (75 mM) of O-ethyl hydrazinecarbothioate in 150 ml of ethanol are refluxed for 16 hours with stirring. The reaction medium is then concentrated under vacuum and the residue obtained is taken up in water. The aqueous phase is extracted twice with ethyl acetate and the combined organic phases are washed with water and then dried over anhydrous sodium sulfate. The solvent is evaporated off under vacuum to give an oil, which is purified on a column of silica using a dichloromethane/acetone mixture (95/5) as eluent. 5 g of 5-(4-chloro-3-nitrophenyl)-6-methyl-3,6-dihydro-2H-1,3,4-thiadiazin-2-one are obtained.

Quelle