Reacción #1583

Ecuación de reacción

isopropyl 3-(5-amino-2-chloro-4-fluorophenyl)tetrahydro-5-methyl-2,4,6-trioxo-s-triazine-1(2H)-acetate

3-fluorophthalic anhydride

→

title product

Isopropyl 3-[2-chloro-4-fluoro-5-(3-fluorophthalimido)phenyl]tetrahydro-5-methyl-2,4,6-trioxo-s-triazine-1(2H)-acetate

Disolventes

acetic acid

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONpoured onto ice
2. 2
   FiltraciónThe resultant aqueous mixture is filtered
3. 3
   Otroto obtain a solid
4. 4
   OtroThe solid is dried
5. 5
   Otrochromatographed (silica gel/2.5% ether in methylene chloride solution)

Procedimiento

A solution of isopropyl 3-(5-amino-2-chloro-4-fluorophenyl)tetrahydro-5-methyl-2,4,6-trioxo-s-triazine-1(2H)-acetate (1.0 g, 2.6 mmol) and 3-fluorophthalic anhydride (0.51 g, 3.1 mmol) in acetic acid is refluxed for 6 hours, stirred at room temperature for several days and poured onto ice. The resultant aqueous mixture is filtered to obtain a solid. The solid is dried and chromatographed (silica gel/2.5% ether in methylene chloride solution) to give the title product as a yellow foam, mp 119°-125° C.

Fuente