Reacción #165885

Ecuación de reacción

2-hydroxy-4,5-dimethoxybenzoic acid 4-nitrophenyl ester

2-amino-1,3-thiazole-4-carboxylic acid methyl ester

methanol

→

title compound ( 5a )

Rendimiento 84.9%

2-[(2-hydroxy-4,5-dimethoxybenzoyl)amino]-1,3-thiazole-4-carboxylic acid methyl ester

Rendimiento 84.9%

Disolventes

xylene

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONwas then added
2. 2
   Temperaturaby heating
3. 3
   Temperaturato reflux for one hour
4. 4
   OtroThe resultant reaction mixture
5. 5
   Temperaturato cool
6. 6
   Otroby collecting the precipitated crystal
7. 7
   Filtraciónby filtration at 30° C.
8. 8
   Otrolower before drying under reduced pressure

Procedimiento

In 1 mL of xylene were suspended 200 mg of 2-hydroxy-4,5-dimethoxybenzoic acid 4-nitrophenyl ester and 119 mg of 2-amino-1,3-thiazole-4-carboxylic acid methyl ester in a stream of argon, which was then stirred at 130° C. for 12 hours. The reaction mixture was allowed to stand to cool, to which 1 mL of methanol was then added, followed by heating to reflux for one hour. The resultant reaction mixture was allowed to stand to cool, followed by collecting the precipitated crystal by filtration at 30° C. or lower before drying under reduced pressure to provide 180 mg of the title compound (5a) at a yield of 80%.

Fuente