Chloroacetone → HCID 55264501, compound

HRID 1993715Notes

Reaction equation

HRID 1993715 reaction equation
Cl[CH2:2][C:3](=O)[CH3:4].[NH2:6][C:7]1[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[CH:9][N:8]=1>C(O)C>[CH3:4][C:3]1[N:6]=[C:7]2[CH:12]=[CH:11][C:10]([O:13][CH3:14])=[CH:9][N:8]2[CH:2]=1

Participants

4

Reactant 2

HCID 6571ChloroacetoneHCID 113209342-Amino-5-methoxypyridine

Product 1

HCID 55264501HCID 55264501, compoundYield 54%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

0.74 g (8.04 mW of chloroacetone is added to a solution of 0.5 g (mM) of 2-amino-5-methoxypyridine in 17 ml of ethanol. The mixture is refluxed for 20 hours and then concentrated under reduced pressure. Ethyl acetate is added to the evaporation residue and the organic phase is washed with a saturated aqueous solution of sodium bicarbonate and then with a saturated solution of sodium chloride. The organic phase is subsequently dried over magnesium sulfate, filtered, and concentrated under reduced pressure. The evaporation residue is purified by NH2 (amino group)-grafted silica gel chromatography, elution being carried out with a toluene/isopropyl alcohol mixture (99/1; v/v). The expected product is obtained in the form of an orange oil with a yield of 54%.

Workup

  1. temperatureThe mixture is refluxed for 20 hours
  2. concentrationconcentrated under reduced pressure
  3. additionEthyl acetate is added to the evaporation residue
  4. washthe organic phase is washed with a saturated aqueous solution of sodium bicarbonate
  5. dry with materialThe organic phase is subsequently dried over magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure
  8. customThe evaporation residue is purified by NH2 (
  9. washamino group)-grafted silica gel chromatography, elution

Sources & evidence

ORD record
ord-bf86224e37dd4d4dab7c32c30d128e63
Source dataset
uspto-grants-2010_01
Patent number
US07652032B2

Reaction notes

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