Methanol → HCID 20252215, compound

HRID 325899Notes

Reaction equation

HRID 325899 reaction equation
[OH-].[K+].[OH:3][CH2:4][CH2:5][N:6]1[CH2:11][CH2:10][N:9]([CH2:12][CH2:13][CH2:14][NH2:15])[CH2:8][CH2:7]1.[C:16](=[S:18])=[S:17].[CH3:19]O>>[OH:3][CH2:4][CH2:5][N:6]1[CH2:11][CH2:10][N:9]([CH2:12][CH2:13][CH2:14][NH:15][C:16](=[S:18])[S:17][CH3:19])[CH2:8][CH2:7]1

Participants

5

Reactant 4

HCID 887MethanolHCID 6348Carbon DisulfideHCID 14797Potassium HydroxideHCID 2552832-[4-(3-Aminopropyl)piperazin-1-yl]ethan-1-ol

Product 1

HCID 20252215HCID 20252215, compound

Procedure

To a solution of potasium hydroxide (1.5 g) in methanol (11 ml) was added 3-[4-(2-hydroxyethyl)-1-piperazinyl]propylamine (5.0 g) and thereto was added carbon disulfide (2.0 g) under ice cooling over a period of 10 minutes. The resulting mixture was stirred for 2 hours under ice cooling. The reaction mixture was evaporated under reduced pressure. The residual oil was dissolved in water (10 ml), washed with diethyl ether. The washed aqueous layer was ice-cooled and thereto was added methyl iodide (3.8 g) with stirring. The resulting mixture was stirred for 2 hours under ice-cooling, extracted with ethyl acetate, dried over magnesium sulfate and then evaporated to give methyl N-[3-[4-(2-hydroxy-ethyl)-1-piperazinyl]propyl]dithio-carbamate (4.8 g).

Workup

  1. customThe reaction mixture was evaporated under reduced pressure
  2. dissolutionThe residual oil was dissolved in water (10 ml)
  3. washwashed with diethyl ether
  4. temperaturecooled
  5. additionwas added methyl iodide (3.8 g)
  6. stirringwith stirring
  7. stirringThe resulting mixture was stirred for 2 hours under ice-
  8. temperaturecooling
  9. extractionextracted with ethyl acetate
  10. dry with materialdried over magnesium sulfate
  11. customevaporated

Sources & evidence

ORD record
ord-2d3285ec751e4da69a05b2700251e969
Source dataset
uspto-grants-1984_04
Patent number
US04443443

Reaction notes

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