Hydrochloric Acid → 2-[4-(1H-Imidazol-1-yl)phenoxy]ethanamine dihydrochloride

HRID 728809Notes

Reaction equation

HRID 728809 reaction equation
[N:1]1([C:6]2[CH:19]=[CH:18][C:9]([O:10][CH2:11][CH2:12][NH:13]C(=O)CC)=[CH:8][CH:7]=2)[CH:5]=[CH:4][N:3]=[CH:2]1.[ClH:20]>>[ClH:20].[ClH:20].[N:1]1([C:6]2[CH:19]=[CH:18][C:9]([O:10][CH2:11][CH2:12][NH2:13])=[CH:8][CH:7]=2)[CH:5]=[CH:4][N:3]=[CH:2]1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 14739903N-[2-[4-(1H-Imidazol-1-yl)phenoxy]ethyl]propionamide

Product 1

HCID 145556582-[4-(1H-Imidazol-1-yl)phenoxy]ethanamine dihydrochloride

Procedure

To 40 mL of 2M aqueous hydrochloric acid add 10.3 g (39 mmol) of N-[2-[4-(1H-imidazol-1-yl)phenoxy]ethyl]propionamide. Reflux the reaction mixture. Monitor the progress of the reaction by thin-layer chromatographyon silica gel (9:1, CH2Cl2 :MeOH). Upon completion of the reaction, remove the solvent in vacuo and triturate with isopropanol. Recrystallization of the resulting solid from ethanol affords the title compound.

Workup

  1. temperatureReflux the reaction mixture
  2. customMonitor the progress of the reaction by thin-layer chromatographyon silica gel (9:1, CH2Cl2 :MeOH)
  3. customUpon completion of the reaction
  4. customremove the solvent in vacuo
  5. customtriturate with isopropanol
  6. customRecrystallization of the resulting solid from ethanol

Sources & evidence

ORD record
ord-3539033e92c641569b182fa3a572e3b7
Source dataset
uspto-grants-1991_09
Patent number
US05051423

Reaction notes

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