HCID 178478848, compound → HCID 178478847, compound

HRID 858175Notes

Reaction equation

HRID 858175 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-379be45ffe804c578428aea3076df7df
Source dataset
uspto-grants-2006_12
Patent number
US07148239B2

Reaction notes

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