Methyl iodide → HCID 19388494, compound

HRID 1757556Notes

Reaction equation

HRID 1757556 reaction equation
[CH:1]([N:14]1[CH2:19][CH2:18][NH:17][CH2:16][CH2:15]1)([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.[C:20](=[S:22])=[S:21].I[CH3:24]>CO>[C:2]1([CH:1]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[N:14]2[CH2:19][CH2:18][N:17]([C:20]([S:22][CH3:24])=[S:21])[CH2:16][CH2:15]2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 6348Carbon DisulfideHCID 70048Benzhydrylpiperazine

Product 1

HCID 19388494HCID 19388494, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent3×

Procedure

In 25 ml of methanol was dissolved 5.00 g (19.8 mmol.) of 1-benzhydrylpiperazine. To the solution was dropwise added under chilling with ice a solutin of 1.51 g (19.8 mmol.) of carbon disulfide in 5 ml of methanol. The mixture was then stirred for 30 min. Under chilling with ice, to the stirred mixture was added a solution of 3.80 g (19.8 mmol.) of28%-sodium methylate-in-methanol solution. The mixture was then stirred until the mixture gave a clear solution. To this was added a solution of 2.90 g (19.8 mmol.) of 97%-iodomethane in 5 ml of methanol. The mixture was then stirred at room temperature for 1.5 hours. Precipitated crystals were collected by filtration and washed with methanol, to give 5.78 g of methyl 4-diphenylmethyl-1-piperazinecarbodithioate.

Workup

  1. additionTo the solution was dropwise added
  2. temperatureUnder chilling with ice, to the stirred mixture
  3. stirringThe mixture was then stirred until the mixture
  4. customgave a clear solution
  5. stirringThe mixture was then stirred at room temperature for 1.5 hours
  6. customPrecipitated crystals
  7. filtrationwere collected by filtration
  8. washwashed with methanol

Sources & evidence

ORD record
ord-891477d6e240422f95d8ec10e8846e40
Source dataset
uspto-grants-1995_08
Patent number
US05446146

Reaction notes

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