Réaction #1674589
ord-d09103a12bc443c9b1552e7355d49de0
Équation de réaction
1,2-bis(4-methoxyphenyl)-2-chloroethanone
N-diaminomethylenethiourea
water
→
4,5-bis(4methoxyphenyl)-2-guanidinothiazole
Rendement 53.3%
Réactifs
Aucun
Solvants
Conditions de réaction
Conditions détaillées
See reaction.notes.procedure_details.
Traitement
- 1Températurewas refluxed for 12 hours
- 2Extractionextracted with ethyl acetate
- 3LavageThe separated organic layer was washed with water and brine
- 4Séchagedried over magnesium sulfate
- 5Autreevaporated in vacuo
- 6AutreThe residue was chromatographed n alumina
- 7Lavageeluting with a mixture of chloroform and methanol
- 8Concentrationconcentrated in vacuo
- 9LavageThe residue was washed with isopropy ether
Mode opératoire
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).