Methyl iodide → HCID 19388497, compound

HRID 1460177Notes

Reaction equation

HRID 1460177 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([N:13]2[CH2:18][CH2:17][N:16]([C:19]([SH:21])=[S:20])[CH2:15][CH2:14]2)[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10].[OH-].[Na+].[CH3:24]I>CO.[Cl-].[Na+]>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([N:13]2[CH2:14][CH2:15][N:16]([C:19]([S:21][CH3:24])=[S:20])[CH2:17][CH2:18]2)[CH:6]=[C:7]([O:11][CH3:12])[C:8]=1[O:9][CH3:10]

Participants

6

Reactant 3

HCID 6328Methyl iodideHCID 14798Sodium HydroxideHCID 19388433HCID 19388433, compound

Product 1

HCID 19388497HCID 19388497, compoundYield 50.8%

Reagents, catalysts & solvents 2

HCID 887MethanolSolvent2×HCID 5234Sodium ChlorideSolvent

Procedure

In a nitrogen atmosphere, 1.5 g (4.6 mmol.) of 4-(3,4,5-trimethoxyphenyl)-1-piperazinecarbodithioic acid was suspended in methanol. After addition of 0.2 g of granular sodium hydroxide, the suspension was stirred at room temperature for one hour. The reaction mixture was chilled in a mixture of ice and sodium chloride. To the reaction mixture was dropwise added a solution of 0.29 ml of methyl iodide in 3.7 ml of methanol. After the addition was complete, the mixture was stirred at room temperature for 1 hour. Precipitated crystals were collected by filtration to give 0.8 g of the desired compound as a gray-brown powder, m.p. 135°-137° C. (decomp.), yield 50.8%.

Workup

  1. additionAfter the addition
  2. stirringthe mixture was stirred at room temperature for 1 hour
  3. customPrecipitated crystals
  4. filtrationwere collected by filtration

Sources & evidence

ORD record
ord-d7af2821433143908bc5cfcdb758903f
Source dataset
uspto-grants-1991_12
Patent number
US05070089

Reaction notes

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