Reacción #1064443

Ecuación de reacción

4-[2-(5-methyl-4-phenyl-2-thiazolyl)ethyl]cinnamaldehyde

2,4-oxazolidinedione

piperidine

→

5-[4-[2-(5-methyl-4-phenyl-2-thiazolyl)ethyl]cinnamylidene]-2,4-oxazolidinedione

Disolventes

ethanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturawas refluxed under heating conditions for 4 hours
2. 2
   ConcentraciónAfter the reaction mixture was concentrated
3. 3
   workup.ADDITIONchloroform was added to the residue
4. 4
   Lavadothe mixture was washed with 2 N HCl and water
5. 5
   LavadoThe chloroform layer was washed with water
6. 6
   Secadodried (MgSO4)
7. 7
   Concentraciónconcentrated

Procedimiento

A mixture of 4-[2-(5-methyl-4-phenyl-2-thiazolyl)ethyl]cinnamaldehyde (2.5 g), 2,4-oxazolidinedione (1.14 g), piperidine (0.211 g) and ethanol (50 ml) was refluxed under heating conditions for 4 hours. After the reaction mixture was concentrated, chloroform was added to the residue; the mixture was washed with 2 N HCl and water. The chloroform layer was washed with water, dried (MgSO4) and then concentrated to yield 5-[4-[2-(5-methyl-4-phenyl-2-thiazolyl)ethyl]cinnamylidene]-2,4-oxazolidinedione[mixture of the (E)- and (Z)- configurations](0.81 g, 26%), which was then recrystallized from ethyl acetate to yield light yellow prisms having a melting point of 161°-162° C.

Fuente