HCID 178478848, compound → HCID 178478847, compound

HRID 480677Notes

Reaction equation

HRID 480677 reaction equation
[ClH:1].Cl.O[CH:4]([CH2:16][N:17]1[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1)[CH2:5][O:6][NH:7][C:8]([C:10]1[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=1)=[NH:9]>S(Cl)(Cl)=O>[ClH:1].[ClH:1].[Cl:1][CH:4]([CH2:16][N:17]1[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1)[CH2:5][O:6][NH:7][C:8]([C:10]1[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=1)=[NH:9]

Participants

3

Reactant 1

HCID 178478848HCID 178478848, compound

Product 1

HCID 178478847HCID 178478847, compound

Reagents, catalysts & solvents 1

HCID 24386Thionyl ChlorideSolvent

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.

Workup

  1. customthe mixture was evaporated to dryness
  2. dissolutionThe residue was dissolved in 300 ml of methanol
  3. additiontreated with charcoal
  4. filtrationafter filtration the solvent
  5. customwas evaporated in reduced pressure
  6. dissolutionThe residue was dissolved in the minimum amount of ethanol

Sources & evidence

ORD record
ord-8bf269a29d08450c98db74d929ba7e01
Source dataset
uspto-grants-2003_11
Patent number
US06653326B1

Reaction notes

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