Methyl iodide → HCID 178418670, compound

HRID 467809

Reaction equation

HRID 467809 reaction equation
[NH:1]1[CH:8]=[CH:7][C:5](=[O:6])[NH:4][C:2]1=[S:3].[CH3:9][O-].[Na+].CI>CO>[CH3:9][S:3][C:2]1[NH:1][CH:8]=[CH:7][C:5](=[O:6])[N:4]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 1269845ThiouracilHCID 10942334Sodium Methoxide

Product 1

HCID 178418670HCID 178418670, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

20 g (153 mmol) 2-thiouracil are suspended in 250 mL MeOH and then 8.7 g (152.9 mmol, 1 eq) sodium methoxide are added. The solution is stirred for 5 min at RT and then 12.4 mL (198.8 mmol, 1.3 eq) methyl iodide are added dropwise. The reaction mixture is stirred overnight, then poured onto water and extracted 3× with approx. 150 mL chloroform. The combined organic phases are dried on MgSO4, the solvent is eliminated in vacuo and 16 g E-1 are obtained.

Workup

  1. stirringThe reaction mixture is stirred overnight
  2. additionpoured onto water
  3. extractionextracted 3× with approx. 150 mL chloroform
  4. customThe combined organic phases are dried on MgSO4
  5. customare obtained

Sources & evidence

ORD record
ord-56e0c5353d8b4b9bb24604f66ba04203
Source dataset
uspto-grants-2014_01
Patent number
US08623887B2

Linked notes

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