Reaktion #1674589

Reaktionsgleichung

1,2-bis(4-methoxyphenyl)-2-chloroethanone

N-diaminomethylenethiourea

water

→

4,5-bis(4methoxyphenyl)-2-guanidinothiazole

Ausbeute 53.3%

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas refluxed for 12 hours
2. 2
   Extraktionextracted with ethyl acetate
3. 3
   WaschenThe separated organic layer was washed with water and brine
4. 4
   Trocknendried over magnesium sulfate
5. 5
   Sonstigeevaporated in vacuo
6. 6
   SonstigeThe residue was chromatographed n alumina
7. 7
   Wascheneluting with a mixture of chloroform and methanol
8. 8
   Einengenconcentrated in vacuo
9. 9
   WaschenThe residue was washed with isopropy ether

Vorschrift

A mixture of 1,2-bis(4-methoxyphenyl)-2-chloroethanone (1.00 g) and N-diaminomethylenethiourea (0.65 g) in ethanol (20 ml) was refluxed for 12 hours. After allowing to cool to ambient temperature, then the reaction mixture was poured into water and extracted with ethyl acetate. The separated organic layer was washed with water and brine, dried over magnesium sulfate and evaporated in vacuo. The residue was chromatographed n alumina, eluting with a mixture of chloroform and methanol. The desired fractions were combined and concentrated in vacuo. The residue was washed with isopropy ether to give 4,5-bis(4methoxyphenyl)-2-guanidinothiazole (0.65 g).

Quelle