Reaktion #413270

Reaktionsgleichung

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

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigea clear solution resulting
2. 2
   TemperaturThe solution was then heated
3. 3
   Temperaturunder reflux for 2 hours
4. 4
   Temperaturunder reflux for one hour
5. 5
   FiltrationThe cooled mixture was filtered (the residue
6. 6
   Extraktionwas extracted twice with 300 ml of water
7. 7
   TrocknenThe toluene phase was dried over sodium sulphate
8. 8
   Filtrationfiltered
9. 9
   Einengenthe filtrate was concentrated by distillation
10. 10
    SonstigeThe residue was recrystallised from 400 ml of ethyl acetate

Vorschrift

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.

Quelle