Sodium Iodide → HCID 57037785, compound

HRID 2251952Notes

Reaction equation

HRID 2251952 reaction equation
[CH:1]([N:14]([CH3:19])[CH2:15][CH2:16][NH:17][CH3:18])([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Br[CH2:21][CH2:22][CH2:23][CH2:24][N:25]1[C:29](=[O:30])[C:28]2=[CH:31][CH:32]=[CH:33][CH:34]=[C:27]2[C:26]1=[O:35].C(=O)([O-])[O-].[K+].[K+].[I-].[Na+]>CN(C=O)C>[CH:1]([N:14]([CH3:19])[CH2:15][CH2:16][N:17]([CH3:18])[CH2:21][CH2:22][CH2:23][CH2:24][N:25]1[C:29](=[O:30])[C:28]2[C:27](=[CH:34][CH:33]=[CH:32][CH:31]=2)[C:26]1=[O:35])([C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 93575N-(4-Bromobutyl)phthalimideHCID 13984386N~1~-(Diphenylmethyl)-N~1~,N~2~-dimethylethane-1,2-diamine

Product 1

HCID 57037785HCID 57037785, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

13.9 g (54,7 mmol) N1-benzhydryl-N1,N2-dimethyl-ethan-1,2-diamine, 15.4 g (54.7 mmol) N-(4-bromobutyl)-phthalimide, 15.1 g (109.5 mmol) potassium carbonate and 1.6 g (10.6 mmol) sodium iodide are stirred for four hours in DMF at 70° C. After cooling, the mixture is concentrated under vacuum and the residue is distributed between chloroform and water. The organic phase is dried over sodium sulfate and evaporated under vacuum until dry. The purification occurs by chromatography on silica gel with CHCl3/CH3OH (100/0 to 99/1): Yield 20.8 g (83%).

Workup

  1. temperatureAfter cooling
  2. concentrationthe mixture is concentrated under vacuum
  3. dry with materialThe organic phase is dried over sodium sulfate
  4. customevaporated under vacuum
  5. customuntil dry
  6. customThe purification

Sources & evidence

ORD record
ord-2429388e86984313a4cc49e38965bebd
Source dataset
uspto-grants-2008_01
Patent number
US07320993B1

Reaction notes

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