Methyl iodide → HCID 178504149, compound

HRID 412109Notes

Reaction equation

HRID 412109 reaction equation
[NH2:1][C:2]([NH:4][C:5]([NH2:7])=[S:6])=[S:3].[I:8][CH3:9]>C1COCC1.C1(C)C=CC=CC=1>[IH:8].[CH3:9][SH:3]=[C:2]([NH:4][C:5]([NH2:7])=[S:6])[NH2:1]

Participants

5

Reactant 2

HCID 6328Methyl iodideHCID 2758725Dithiobiuret

Product 1

HCID 178504149HCID 178504149, compoundYield 85%

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a stirring solution of dithiobiuret (5.0 g, 37 mmol) in THF (75 mL) was added iodomethane (13.1 g, 92.5 mmol, 5.76 μl). After stirring at room temperature for 22 h, the solution was diluted with 150 mL of toluene and allowed to stand at 0° C. for 3 h. The crystals were collected by filtration and washed with cold 2:1 toluene/THF, then dried in vacuo to give the title compound as a white solid (8.7 g, 85%). MS(ESI): 149.9 (M+H)+.

Workup

  1. waitto stand at 0° C. for 3 h
  2. filtrationThe crystals were collected by filtration
  3. washwashed with cold 2:1 toluene/THF
  4. customdried in vacuo

Sources & evidence

ORD record
ord-51dd0600dffd46f4aa13bc0d38d80f27
Source dataset
uspto-grants-2003_05
Patent number
US06562842B2

Reaction notes

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