Methyl iodide → HCID 15290082, compound

HRID 1757529Notes

Reaction equation

HRID 1757529 reaction equation
[CH3:1][O:2][C:3]1[C:18]([O:19][CH3:20])=[C:17]([O:21][CH3:22])[CH:16]=[CH:15][C:4]=1[CH2:5][N:6]1[CH2:11][CH2:10][N:9]([C:12]([SH:14])=[S:13])[CH2:8][CH2:7]1.[OH-].[Na+].[CH3:25]I>CO>[CH3:1][O:2][C:3]1[C:18]([O:19][CH3:20])=[C:17]([O:21][CH3:22])[CH:16]=[CH:15][C:4]=1[CH2:5][N:6]1[CH2:7][CH2:8][N:9]([C:12]([S:14][CH3:25])=[S:13])[CH2:10][CH2:11]1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 14798Sodium HydroxideHCID 15290081HCID 15290081, compound

Product 1

HCID 15290082HCID 15290082, compoundYield 97.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

In a nitrogen atmosphere, 2.0 g of 4-(2,3,4-trimethoxybenzyl)-1-piperazinecarbodithioic acid, 0.26 g of granular sodium hydroxide, and 3 ml of methanol were mixed, and stirred atroom temperature to yield a homogeneous reaction solution. To the solution was dropwise added under chilling with ice a solution of 0.39 ml of methyliodide in 2.4 ml of methanol. After the addition was complete, the reactionsolution was stirred for 2.5 hours at room temperature. The solvent was then distilled off under reduced pressure, and chloroform and water were added to the residue. The chloroform portion was separated, washed with a saturated aqueous sodium chloride solution, and dried over anhydrous sodium sulfate. The solvent was distilled off under reduced pressure to leave 2.0 g of the desired compound as a white powder, yield 97.9%.

Workup

  1. customto yield a homogeneous reaction solution
  2. additionTo the solution was dropwise added
  3. additionAfter the addition
  4. stirringthe reactionsolution was stirred for 2.5 hours at room temperature
  5. distillationThe solvent was then distilled off under reduced pressure, and chloroform and water
  6. additionwere added to the residue
  7. customThe chloroform portion was separated
  8. washwashed with a saturated aqueous sodium chloride solution
  9. dry with materialdried over anhydrous sodium sulfate
  10. distillationThe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-9ee6400e693b465ebdae436e6bf57f70
Source dataset
uspto-grants-1995_08
Patent number
US05446146

Reaction notes

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