Reacción #1674589

Ecuación de reacción

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

N-diaminomethylenethiourea

water

→

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

Rendimiento 53.3%

Disolventes

ethanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturawas refluxed for 12 hours
2. 2
   Extracciónextracted with ethyl acetate
3. 3
   LavadoThe separated organic layer was washed with water and brine
4. 4
   Secadodried over magnesium sulfate
5. 5
   Otroevaporated in vacuo
6. 6
   OtroThe residue was chromatographed n alumina
7. 7
   Lavadoeluting with a mixture of chloroform and methanol
8. 8
   Concentraciónconcentrated in vacuo
9. 9
   LavadoThe residue was washed with isopropy ether

Procedimiento

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).

Fuente