Reacción #413270

Ecuación de reacción

toluene

β-(2-methyl-6-phenyl-imidazo[2,1-b]-1,3,4-thiadiazol-5-yl)-propenoic acid

thionyl chloride

2-ethylpiperidine

→

N-[β-(2-Methyl-6-phenyl-imidazo[2,1-b]-1,3,4-thiadiazol-5-yl)-propenoyl]-2-ethyl-piperidine

Condiciones de reacción

Tratamiento posterior

1. 1
   Otroa clear solution resulting
2. 2
   TemperaturaThe solution was then heated
3. 3
   Temperaturaunder reflux for 2 hours
4. 4
   Temperaturaunder reflux for one hour
5. 5
   FiltraciónThe cooled mixture was filtered (the residue
6. 6
   Extracciónwas extracted twice with 300 ml of water
7. 7
   SecadoThe toluene phase was dried over sodium sulphate
8. 8
   Filtraciónfiltered
9. 9
   Concentraciónthe filtrate was concentrated by distillation
10. 10
    OtroThe residue was recrystallised from 400 ml of ethyl acetate

Procedimiento

143 g (0.5 mole) of β-(2-methyl-6-phenyl-imidazo[2,1-b]-1,3,4-thiadiazol-5-yl)-propenoic acid were suspended in 1.5 liters of absolute toluene at 60° to 70° C. 50 ml of thionyl chloride were added dropwise, a clear solution resulting. The solution was then heated under reflux for 2 hours and subsequently cooled to room temperature. 220 ml (1.5 moles) of 2-ethylpiperidine were next added dropwise and the mixture was boiled under reflux for one hour. The cooled mixture was filtered (the residue was discarded) and the filtrate was extracted twice with 300 ml of water. The toluene phase was dried over sodium sulphate and filtered and the filtrate was concentrated by distillation. The residue was recrystallised from 400 ml of ethyl acetate.

Fuente