Reacción #66987

Ecuación de reacción

3-phenyl-2-[(Z)-isopropylimino]-thiazolidin-4-one

piperonal

sodium acetate

→

5-benzo[1,3]dioxol-5-ylmeth-(Z)-ylidene-2-[(Z)-isopropylimino]-3-phenyl-thiazolidin-4-one

Disolventes

acetic acid

EA

Condiciones de reacción

Tratamiento posterior

1. 1
   Lavadowashed with sat. aq. NaHCO3
2. 2
   Otroevaporated
3. 3
   OtroThe crude product is purified by crystallisation from a small amount of methanol (approx. 5 mL)

Procedimiento

A solution of 3-phenyl-2-[(Z)-isopropylimino]-thiazolidin-4-one (150 mg, 0.64 mmol), piperonal (192 mg, 1.28 mmol) and sodium acetate (105 mg, 1.28 mmol) in acetic acid (3 mL) is stirred at 110° C. for 4 h. The dark yellow to brown solution is cooled to rt, diluted with EA (75 mL), washed with sat. aq. NaHCO3, followed by water, and evaporated. The crude product is purified by crystallisation from a small amount of methanol (approx. 5 mL) to give 5-benzo[1,3]dioxol-5-ylmeth-(Z)-ylidene-2-[(Z)-isopropylimino]-3-phenyl-thiazolidin-4-one.

Fuente