Sodium Iodide → HCID 13338392, compound

HRID 2417670Notes

Reaction equation

HRID 2417670 reaction equation
[CH:1]1([C:4]2[N:9](N3CC3C)[C:8]3=[C:14]([CH3:18])[NH:15][N:16]([CH3:17])[C:7]3=[CH:6][N:5]=2)[CH2:3][CH2:2]1.[I-].[Na+]>CC(C)=O>[CH:1]1([C:4]2[N:5]3[CH2:7][CH:8]([CH3:14])[N:9]=[C:6]3[C:7]3[N:16]([CH3:17])[N:15]=[C:14]([CH3:18])[C:8]=3[N:9]=2)[CH2:2][CH2:3]1

Participants

4

Reactant 2

HCID 5238Sodium IodideHCID 20447550HCID 20447550, compound

Product 1

HCID 13338392HCID 13338392, compoundYield 51%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

The above aziridine (12 g, 0.05 mol) is dissolved in 100 ml of acetone and refluxed with 10 g of sodium iodide for 2.5 hours. The mixture is evaporated in vacuo. The residue is dissolved in methylene dichloride and washed with a saturated solution of NaHCO3. The organic solution is dried (MgSO4) and evaporated in vacuo. The residual oil is crystallized from ethyl acetate ether to give 3.1 g (30%) of title compound, mp 107°-110° C.

Workup

  1. customThe mixture is evaporated in vacuo
  2. dissolutionThe residue is dissolved in methylene dichloride
  3. washwashed with a saturated solution of NaHCO3
  4. dry with materialThe organic solution is dried (MgSO4)
  5. customevaporated in vacuo
  6. customThe residual oil is crystallized from ethyl acetate ether

Sources & evidence

ORD record
ord-0cfdeee1dd5040a8abd07ba2ac20cf31
Source dataset
uspto-grants-1984_09
Patent number
US04469868

Reaction notes

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