Reaktion #4456

Reaktionsgleichung

N-Amino-1,2,3,6-tetrahydropyridine hydrochloride

4-fluorophenylisocyanate

sodium hydroxide

→

N-[[(4-fluorophenyl)carbamoyl]amino]-1,2,3,6-tetrahydropyridine

Ausbeute 77.6%

Lösungsmittel

dioxane

water

dioxane

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeAfter evaporation of organic solvent
2. 2
   Filtrationthe crystalline product was collected by filtration
3. 3
   Sonstigerecrystallized from diisopropyl ether

Vorschrift

N-Amino-1,2,3,6-tetrahydropyridine hydrochloride (3.42 g) was dissolved in a mixture of dioxane (30 ml) and water (20 ml). The solution was adjusted to pH 7.5 with 1N-aqueous sodium hydroxide and to the resultant mixture was added a solution of 4-fluorophenylisocyanate (0.548 g) in dioxane (5 ml). Then, the mixture was kept to pH 7.5 and stirred for 2 hours at 5° C. After evaporation of organic solvent, the crystalline product was collected by filtration and recrystallized from diisopropyl ether to give white needles of N-[[(4-fluorophenyl)carbamoyl]amino]-1,2,3,6-tetrahydropyridine (0.73 g). mp: 156°-157° C.

Quelle