Methyl iodide → HCID 178503551, compound

HRID 705983

Reaction equation

HRID 705983 reaction equation
[CH3:1][C:2]1[C:3](=[O:9])[NH:4][C:5](=[S:8])[NH:6][CH:7]=1.[OH-].[K+].[CH3:12]I>C(O)C>[CH3:1][C:2]1[C:3](=[O:9])[N:4]=[C:5]([S:8][CH3:12])[NH:6][CH:7]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 14797Potassium HydroxideHCID 7204712-Thiothymine

Product 1

HCID 178503551HCID 178503551, compoundYield 71.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

5-methyl-2-thiouracil (2 g, 98%, 13.78 mmol, 1 eq) and KOH, 85%, (1.05 eq, 995 mg) were suspended in 25 ml of absolute ethanol and the mixture was stirred for 1 hour at room temperature. In the suspension was then added MeI (1.05 eq, 905 μl) dropwise and the suspension was heated at 65° C. (temperature on display of heating device) for 2 hours. Solvent was then evaporated. In the rest was added 100 ml of water and using ultrasound was suspended. The obtained precipitate was collected by filtration, it was dried and obtained was 5-methyl-2-methylsulfanyl-1H-pyrimidin-4-one (1.7 g, yield=71.9%, purity=93%) in form of a white powder. MS: [M+H]+=157.08 1H NMR (300 MHz; DMSO-d6) δ/ppm 1.90 (s, 3H), 2.50 (s, 3H), 7.78 (s, 1H)

Workup

  1. temperature(temperature on display of heating device) for 2 hours
  2. customSolvent was then evaporated
  3. additionIn the rest was added 100 ml of water
  4. filtrationThe obtained precipitate was collected by filtration, it
  5. customwas dried
  6. customobtained

Sources & evidence

ORD record
ord-91e9f124d61f4cd9ab6739679d7d8758
Source dataset
uspto-grants-2015_11
Patent number
US09174968B2

Linked notes

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