Methyl iodide → HCID 178485003, compound

HRID 1701144Notes

Reaction equation

HRID 1701144 reaction equation
[CH3:1][NH:2][C:3]([NH:5][CH2:6][CH2:7][S:8][CH2:9][C:10]1[N:11]=[CH:12][NH:13][C:14]=1[CH3:15])=[S:4].[IH:16].[CH3:17]I>CO>[IH:16].[IH:16].[CH3:1][NH:2][C:3](=[N:5][CH2:6][CH2:7][S:8][CH2:9][C:10]1[N:11]=[CH:12][NH:13][C:14]=1[CH3:15])[S:4][CH3:17]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 24841Hydrogen iodideHCID 1548992Metiamide

Product 1

HCID 178485003HCID 178485003, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

N-methyl-N'-[2-((5-methyl-4-imidazolyl)methylthio)ethyl]thiourea (10.0 g) was dissolved in methanol (400 ml) and 55% aqueous hydriodic acid (12.2 ml) was added, followed by methyl iodide (5.3 ml). The solution was heated under reflux for 4 hours and concentrated. The residue was dissolved in methanol (100 ml) and ether was added to afford the title product as the dihydriodide (5.48 g) m.p. 185°-186° (from isopropyl alcohol).

Workup

  1. temperatureThe solution was heated
  2. temperatureunder reflux for 4 hours
  3. concentrationconcentrated
  4. dissolutionThe residue was dissolved in methanol (100 ml)
  5. additionether was added

Sources & evidence

ORD record
ord-0354dd542b334e9c8a89ee15abaf98e3
Source dataset
uspto-grants-1980_03
Patent number
US04191769

Reaction notes

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