Methyl iodide → 2-Methylsulfanyl-1,4,5,6-tetrahydropyrimidin-3-ium iodide

HRID 906225Notes

Reaction equation

HRID 906225 reaction equation
[NH:1]1[CH2:6][CH2:5][CH2:4][NH:3][C:2]1=[S:7].[I:8][CH3:9]>CO>[I-:8].[CH3:9][S:7][C:2]1[NH:3][CH2:4][CH2:5][CH2:6][NH+:1]=1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 2723785Tetrahydropyrimidine-2-thione

Product 1

HCID 674008102-Methylsulfanyl-1,4,5,6-tetrahydropyrimidin-3-ium iodide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The reaction mixture comprising one equivalent of 3,4,5,6-tetrahydro(1H)pyrimidine-2-thione and 1.2 equivalents of iodomethane in methanol (10 ml/g of thio-urea) is heated under reflux for 5 hours. After cooling down, the methanol is evaporated off under reduced pressure in order to quantitatively produce the product. The precipitate can then be washed in acetone or petroleum ether.

Workup

  1. temperatureunder reflux for 5 hours
  2. temperatureAfter cooling down
  3. customthe methanol is evaporated off under reduced pressure in order
  4. customto quantitatively produce the product
  5. washThe precipitate can then be washed in acetone

Sources & evidence

ORD record
ord-b3ca276ca2674d24863e666cc2a28267
Source dataset
uspto-grants-2011_09
Patent number
US08012985B2

Reaction notes

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