Ammonium Chloride → Pyrrolizinium, 1,2,3,5,6,7-hexahydro-, perchlorate

HRID 1195242Notes

Reaction equation

HRID 1195242 reaction equation
[Cl:1]([OH:5])(=[O:4])(=[O:3])=[O:2].[CH:6]1([C:9]([CH:11]2[CH2:13][CH2:12]2)=[NH:10])[CH2:8][CH2:7]1.[Cl-].[NH4+]>CS(C)=O>[Cl:1]([O-:5])(=[O:4])(=[O:3])=[O:2].[N+:10]12[CH2:13][CH2:12][CH2:11][C:9]=1[CH2:6][CH2:7][CH2:8]2

Participants

4

Reactant 2

HCID 25517Ammonium ChlorideHCID 86745742HCID 86745742, compound

Product 1

HCID 10878400Pyrrolizinium, 1,2,3,5,6,7-hexahydro-, perchlorateYield 82%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
100 °C

Procedure

To a solution of dicyclopropylmethanimine perchlorate (0.200 g, 0.954 mmol) in 1.0 ml of dimethyl sulfoxide was added 0.0510 g (0.0954 mmol) of ammonium chloride. The mixture was heated with stirring at 100° C. for 3 hours. The solvent was distilled out in vacuo and isobutyl alcohol was added to the residue. Precipitated crystals was obtained and recrystallized from ethanol to afford 0.16 g (Yield: 82%) of the desired compound.

Workup

  1. temperatureThe mixture was heated
  2. distillationThe solvent was distilled out in vacuo and isobutyl alcohol
  3. additionwas added to the residue
  4. customPrecipitated crystals
  5. customwas obtained
  6. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-b0d58a0bd5a24cd7819e7aa0afac2547
Source dataset
uspto-grants-1992_05
Patent number
US05110945

Reaction notes

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