Methyl iodide → HCID 12754789, compound

HRID 483810Notes

Reaction equation

HRID 483810 reaction equation
[CH2:1]1[O:10][C:9]2[CH:8]=[CH:7][C:5]([NH2:6])=[CH:4][C:3]=2[O:2]1.C(N(CC)CC)C.[C:18](=[S:20])=[S:19].[CH3:21]I>C1COCC1>[CH2:1]1[O:10][C:9]2[CH:8]=[CH:7][C:5]([NH:6][C:18](=[S:20])[S:19][CH3:21])=[CH:4][C:3]=2[O:2]1

Participants

6

Reactant 4

HCID 6328Methyl iodideHCID 6348Carbon DisulfideHCID 8471TriethylamineHCID 843101,3-Benzodioxol-5-amine

Product 1

HCID 12754789HCID 12754789, compoundYield 62.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

3,4-Methylenedioxyaniline (7.0 g) was dissolved in 100 ml of THF, to which 5.7 g of triethylamine and 5.8 g of carbon disulfide were added. The resulting mixture was stirred for 1 hour at room temperature. Then, 10.8 g of methyl iodide were added, followed by overnight stirring. The reaction mixture was washed with water and then extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate. After the solvent was distilled off, 8.3 g or reddish brown crystals were obtained. The crystals were recrystallized from ethyl acetate, whereby 7.2 g of methyl N-(3,4-methylenedioxyphenyl)dithiocarbamate were obtained as colorless crystals.

Workup

  1. additionwere added
  2. waitfollowed by overnight
  3. stirringstirring
  4. washThe reaction mixture was washed with water
  5. extractionextracted with ethyl acetate
  6. dry with materialThe extract was dried over anhydrous magnesium sulfate
  7. distillationAfter the solvent was distilled off
  8. customwere obtained
  9. customThe crystals were recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-6675880d77904a61bea715a40b419a05
Source dataset
uspto-grants-1993_07
Patent number
US05227398

Reaction notes

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