Potassium Carbonate → HCID 22938523, compound

HRID 856715Notes

Reaction equation

HRID 856715 reaction equation
[NH:1]1[CH:5]=[C:4]([C:6]([O:8][CH3:9])=[O:7])[N:3]=[N:2]1.C(=O)([O-])[O-].[K+].[K+].I[CH2:17][CH2:18][CH3:19]>CN(C=O)C>[CH2:17]([N:2]1[N:3]=[C:4]([C:6]([O:8][CH3:9])=[O:7])[CH:5]=[N:1]1)[CH2:18][CH3:19].[CH2:17]([N:1]1[CH:5]=[C:4]([C:6]([O:8][CH3:9])=[O:7])[N:3]=[N:2]1)[CH2:18][CH3:19]

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 336431-IodopropaneHCID 178498891HCID 178498891, compound

Product 2

HCID 22938523HCID 22938523, compoundHCID 22938529HCID 22938529, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

methyl 1,2,3-triazole-4-carboxylate (17.6 g) was dissolved in DMF (210 ml), potassium carbonate (11.5 g) and iodopropane (14.9 ml) were added to the mixture, and the mixture was stirred for 16 hours at room temperature. After filtration, the solvent was removed under reduced pressure, and water was added to the obtained residue, and the mixture was extracted with methylene chloride. The organic layer was washed with saturated brine, and dried over magnesium sulfate. The solvent was removed under reduced pressure, and the obtained residue was purified by silica gel column chromatography, to give methyl 2-propyl-1,2,3-triazole-4-carboxylate (10.3 g), methyl 1-propyl-1,2,3-triazole-5-carbonate (3.2 g) and methyl 1-propyl-1,2,3-triazole-4-carboxylate (2.6 g).

Workup

  1. filtrationAfter filtration
  2. customthe solvent was removed under reduced pressure, and water
  3. additionwas added to the obtained residue
  4. extractionthe mixture was extracted with methylene chloride
  5. washThe organic layer was washed with saturated brine
  6. dry with materialdried over magnesium sulfate
  7. customThe solvent was removed under reduced pressure
  8. customthe obtained residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-f706a72bc4dc42e98b2ebc9ee97c53fa
Source dataset
uspto-grants-2007_08
Patent number
US07262185B2

Reaction notes

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