Reaction #48028

Reaction equation

N-[2-hydroxy-3-(1-piperidinyl)propoxy]-3-pyridinecarboximidamide dihydrochloride

→

N-[2-chloro-3-(1-piperidinyl)propoxy]-3-pyridine-carboximidamide dihydrochloride

Solvents

thionyl chloride

Conditions

Workup

1. 1
   Otherthe mixture was evaporated to dryness
2. 2
   workup.DISSOLUTIONThe residue was dissolved in 300 ml of methanol
3. 3
   workup.ADDITIONtreated with charcoal
4. 4
   Filtrationafter filtration the solvent
5. 5
   Otherwas evaporated in reduced pressure
6. 6
   workup.DISSOLUTIONThe residue was dissolved in the minimum amount of ethanol

Procedure

17.5 g (0.05 mole) of N-[2-hydroxy-3-(1-piperidinyl)propoxy]-3-pyridinecarboximidamide dihydrochloride was dissolved in 50 ml of thionyl chloride, boiled for one hour, then the mixture was evaporated to dryness. The residue was dissolved in 300 ml of methanol, treated with charcoal and after filtration the solvent was evaporated in reduced pressure. The residue was dissolved in the minimum amount of ethanol and refrigerated to yield crystalline N-[2-chloro-3-(1-piperidinyl)propoxy]-3-pyridine-carboximidamide dihydrochloride as intermediate compound.

Source