Methyl iodide → 5,5-Dimethyl-2-methylsulphanyl-3,4,5,6-tetrahydropyrimidinium hydroiodide

HRID 906226Notes

Reaction equation

HRID 906226 reaction equation
[CH3:1][C:2]1([CH3:9])[CH2:7][NH:6][C:5](=[S:8])[NH:4][CH2:3]1.[I:10][CH3:11]>CO>[IH:10].[CH3:1][C:2]1([CH3:9])[CH2:7][NH+:6]=[C:5]([S:8][CH3:11])[NH:4][CH2:3]1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 38664875,5-Dimethyl-1,4,5,6-tetrahydro-pyrimidine-2-thiol

Product 1

HCID 866001675,5-Dimethyl-2-methylsulphanyl-3,4,5,6-tetrahydropyrimidinium hydroiodide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The reaction mixture comprising one equivalent of 5,5-dimethyl-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-74e08c4ab9b149f9950b4f135f462d6e
Source dataset
uspto-grants-2011_09
Patent number
US08012985B2

Reaction notes

Loading…