Isopropyl iodide → HCID 19388447, compound

HRID 1757531Notes

Reaction equation

HRID 1757531 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:16]=[C:17]([O:21][CH3:22])[C:18]=1[O:19][CH3:20])[CH2:6][N:7]1[CH2:12][CH2:11][N:10]([C:13]([S-:15])=[S:14])[CH2:9][CH2:8]1.[Na+].[CH:24](I)([CH3:26])[CH3:25]>C(O)C>[CH3:22][O:21][C:17]1[CH:16]=[C:5]([CH:4]=[C:3]([O:2][CH3:1])[C:18]=1[O:19][CH3:20])[CH2:6][N:7]1[CH2:8][CH2:9][N:10]([C:13]([S:15][CH:24]([CH3:26])[CH3:25])=[S:14])[CH2:11][CH2:12]1

Participants

4

Reactant 2

HCID 6362Isopropyl iodideHCID 23665402HCID 23665402, compound

Product 1

HCID 19388447HCID 19388447, compoundYield 70.3%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In 2 ml of ethanol was suspended 364 mg of sodium 4-(3,4,5-trimethoxybenzyl)-1-piperazinecarbodithioate, and to the suspension was added 204 mg of isopropyl iodide. The resulting homogeneoussolution was stirred overnight at room temperature. Ethanol was distilled off from the solution, and to the residue were added ether and water. The ether portion was taken out, washed with a saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate, and placed under reduced pressure to evaporate the solvent. The residue was purified by silica gel column chromatography to give 270 mg of the desired compound asa colorless oil, yield 70.3%).

Workup

  1. distillationEthanol was distilled off from the solution
  2. additionto the residue were added ether and water
  3. washwashed with a saturated aqueous sodium chloride solution
  4. dry with materialdried over anhydrous sodium sulfate
  5. customto evaporate the solvent
  6. customThe residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-de5ffaa819094077bd988503a6dba7cc
Source dataset
uspto-grants-1995_08
Patent number
US05446146

Reaction notes

Loading…