Reacción #1381908

Ecuación de reacción

TsNHNH2

4-(4-carboxyphenyl)-3-thiosemicarbazide

3,5-dibromo-2-hydroxybenzaldehyde

Dimethylformamide

→

title compound

Rendimiento 42.3%

4-(4-carboxyphenyl)-1-(3,5-dibromo-2-hydroxybenzylidene)-3-thiosemicarbazide

Rendimiento 42.3%

Disolventes

dimethylsulfoxide

Condiciones de reacción

Tratamiento posterior

1. 1
   Filtraciónthe resin filtered off
2. 2
   OtroThe solution was chromatographed by reverse phase HPLC (CombiPrep ODS-A, 10–90% acetonitrile/water+0.1% trifluoroacetic acid)

Procedimiento

A solution of 4-(4-carboxyphenyl)-3-thiosemicarbazide (25 mg, 0.12 mmol) and 3,5-dibromo-2-hydroxybenzaldehyde (40 mg, 0.144 mmol) in dimethylsulfoxide (1 mL) was shaken with 4 Å molecular sieves for 18 h. Dimethylformamide (1 mL) was added, followed by PS-TsNHNH2 resin (80 mg, 0.230 mmol), shaking continued for 24 h, then the resin filtered off. The solution was chromatographed by reverse phase HPLC (CombiPrep ODS-A, 10–90% acetonitrile/water+0.1% trifluoroacetic acid) to give the title compound (24 mg, 42%) as a solid. MS (ES−) m/e 470, 472, 474 [M−H]−.

Fuente