Lauryldimethylamine → HCID 86760930, compound

HRID 2100229Notes

Reaction equation

HRID 2100229 reaction equation
Cl[CH2:2][CH2:3][N:4]=[C:5]=[O:6].[CH3:7][N:8]([CH3:21])[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20]>CS(C)=O>[CH3:7][NH+:8]([CH3:21])[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20].[CH2:3]([NH:4][C:5]([NH2:8])=[O:6])[CH3:2]

Participants

4

Reactant 2

HCID 8168LauryldimethylamineHCID 160352-Chloroethyl isocyanate

Product 1

HCID 86760930HCID 86760930, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

2-Chloroethylisocyanate (0.2 ml; 2 mmol) was added to a solution of BHAlyslys2lys4lys8lys16.32CF3COOH (300 mg) in dry DMSO (5 ml) and then N,N-Dimethyl-N-dodecylamine (3.0 ml) was added and the solution stirred overnight at room temperature under nitrogen. The resulting inhomogeneous mixture was then heated at 80° C. for 3 days. The mixture was then cooled and concentrated under high vacuum to give viscous oil. The crude product was purified by gel filtration (Sephadex LH20; 2.5×50 cm; MeOH) to give the product as a viscous oil.

Workup

  1. temperatureThe resulting inhomogeneous mixture was then heated at 80° C. for 3 days
  2. temperatureThe mixture was then cooled
  3. concentrationconcentrated under high vacuum
  4. customto give viscous oil
  5. filtrationThe crude product was purified by gel filtration (Sephadex LH20; 2.5×50 cm; MeOH)

Sources & evidence

ORD record
ord-b2a1e991035d45d2be920c1cdbd57c55
Source dataset
uspto-grants-2009_08
Patent number
US07572459B2

Reaction notes

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