Reacción #9229

Ecuación de reacción

1-(6-phenylacetylenyl-2-benzothiazolyl)-3-ethylurea

→

desired compound

Rendimiento 41.0%

1-(6-(2(Z)-Phenylvinyl)-2-benzothiazolyl)-3-ethylurea

Rendimiento 41.0%

Disolventes

ethanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrowas purged with nitrogen gas
2. 2
   Otroby bubbling of hydrogen gas
3. 3
   Filtraciónfiltered
4. 4
   Concentraciónconcentrated
5. 5
   Otropurified by preparative TLC

Procedimiento

A suspension of 1-(6-phenylacetylenyl-2-benzothiazolyl)-3-ethylurea (0.032 g, 83% purity by weight, 0.083 mmol) and Lindlar catalyst (0.030 g, 5% weight purity, 0.012 mmol, 0.15 eq) in 2 mL ethanol was purged with nitrogen gas, followed by bubbling of hydrogen gas. It was stirred under hydrogen atmosphere for about 36 hours. The mixture was taken up in 10 mL MeOH, filtered, concentrated, and purified by preparative TLC to give 0.011 g (41%) of the desired compound. LC/MS 324 (M+1); LC retention time 2.84 min.

Fuente