Potassium Carbonate → HCID 19386834, compound

HRID 2399224Notes

Reaction equation

HRID 2399224 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[N:3]=1.C([O-])([O-])=O.[K+].[K+].[CH3:15][N:16]1[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]1>CS(C)=O>[ClH:1].[Cl:8][C:4]1[N:3]=[C:2]([N:19]2[CH2:20][CH2:21][N:16]([CH3:15])[CH2:17][CH2:18]2)[CH:7]=[CH:6][CH:5]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 169892,6-DichloropyridineHCID 531671-Methylpiperazine

Product 1

HCID 19386834HCID 19386834, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of 7.5 g (0.05 mol) of 2,6-dichloropyridine in 70 ml of DMSO, 6.9 g (0.05 tool) of anhydrous K2CO3 and 5.5 ml (0.05 tool) of N-methyl piperazine are added. The mixture is stirred at 80° C. for 4 hours, then poured into ice/water and extracted with ethyl acetate, dried over Na2SO4 , filtered and the solvent is evaporated off. The residue is dissolved in 30 ml of hydrogen chloride saturated isopropanol. The precipitate is collected by filtration and recrystallized from isopropanol to provide 4.8 g of a white powder. M.p. 225°-227° C. For a better purification, the above product is dissolved in a diluited solution of NaOH, extracted with ethyl acetate, the organic phase is washed with water, stirred for 10 min. with some silica gel, dried over Na2SO4, filtered and the solvent is evaporated off.

Workup

  1. extractionextracted with ethyl acetate
  2. dry with materialdried over Na2SO4
  3. filtrationfiltered
  4. customthe solvent is evaporated off
  5. dissolutionThe residue is dissolved in 30 ml of hydrogen chloride saturated isopropanol
  6. filtrationThe precipitate is collected by filtration
  7. customrecrystallized from isopropanol

Sources & evidence

ORD record
ord-0cff135dea3042b3a92b23b889cdf44a
Source dataset
uspto-grants-1995_09
Patent number
US05447931

Reaction notes

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