1,3-Diiodopropane → HCID 21316364, compound

HRID 263170

Reaction equation

HRID 263170 reaction equation
[Br-].[CH3:2][N+:3]([CH3:10])([CH3:9])[CH2:4][CH2:5][CH2:6][NH:7][CH3:8].[I:11][CH2:12][CH2:13][CH2:14]I>C(#N)C>[I-:11].[I:11][CH2:12][CH2:13][CH2:14][N:7]([CH2:6][CH2:5][CH2:4][N+:3]([CH3:10])([CH3:9])[CH3:2])[CH3:8]

Participants

4

Reactant 2

HCID 123141,3-DiiodopropaneHCID 21444211N,N,N-Trimethyl-3-(methylamino)propan-1-aminium bromide

Product 1

HCID 21316364HCID 21316364, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

To a stirred solution of 216.2 mg. (1 mmole) of N,N,N-trimethyl-[3-(methylamino)]-1-propanaminium bromide in 1.5 ml. of acetonitrile is added a solution of 296 mg. (1 mmole) of 1,3-diiodopropane in 0.5 ml. of acetonitrile. The mixture is stirred at room temperature for 2.0 hours and the insoluble N,N,N-trimethyl-[3-(methylamino)]-1-propanaminium bromide hydrobromide is removed by filtration. The filtrate is evaporated and the solid residue obtained is extracted with methylene chloride. The methylene chloride extract is evaporated to give the oily product which is recrystallized from isopropanol-ether.

Workup

  1. customthe insoluble N,N,N-trimethyl-[3-(methylamino)]-1-propanaminium bromide hydrobromide is removed by filtration
  2. customThe filtrate is evaporated
  3. customthe solid residue obtained
  4. extractionis extracted with methylene chloride
  5. extractionThe methylene chloride extract
  6. customis evaporated
  7. customto give the oily product which
  8. customis recrystallized from isopropanol-ether

Sources & evidence

ORD record
ord-9aa321de1a8344709dc6daf55ed49a04
Source dataset
uspto-grants-1979_05
Patent number
US04156693

Linked notes

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