Methyl iodide → HCID 54061167, compound

HRID 373318Notes

Reaction equation

HRID 373318 reaction equation
[CH2:1]([O:3][CH:4]([O:7][CH2:8][CH3:9])[CH2:5][NH2:6])[CH3:2].C(N(CC)CC)C.[C:17](=[S:19])=[S:18].[CH3:20]I>O1CCCC1>[CH2:1]([O:3][CH:4]([O:7][CH2:8][CH3:9])[CH2:5][NH:6][C:17](=[S:19])[S:18][CH3:20])[CH3:2]

Participants

6

Reactant 4

HCID 6328Methyl iodideHCID 6348Carbon DisulfideHCID 8471TriethylamineHCID 695242,2-Diethoxyethylamine

Product 1

HCID 54061167HCID 54061167, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 4 g (0.03 mole) of aminoacetaldehyde diethylacetal in 60 l of tetrahydrofuran was added 3.3 g (0.033 mole) of triethylamine and 2.5 g (0.033 mole) of carbon disulfide. After the reaction mixture was stirred for one hour at 0° to 5° C., 4.7 g (0.033 mole) of methyl iodide was slowly added and stirred at 15°±5° C. for one hour. The solvent was removed from the reactant under reduced pressure, and water was added. The resulting mixture was extracted with ethyl acetate, dried over anhydrous sodium sulfate, and filtered. The solvent was removed under reduced pressure to obtain 6.54 g (yield 98%) of the desired liquid compound.

Workup

  1. stirringstirred at 15°±5° C. for one hour
  2. customThe solvent was removed from the reactant under reduced pressure, and water
  3. additionwas added
  4. extractionThe resulting mixture was extracted with ethyl acetate
  5. dry with materialdried over anhydrous sodium sulfate
  6. filtrationfiltered
  7. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-6f96d00b23214623ba7362ba7f1715db
Source dataset
uspto-grants-1992_11
Patent number
US05162534

Reaction notes

Loading…