Potassium Carbonate → HCID 53896186, compound

HRID 1608650Notes

Reaction equation

HRID 1608650 reaction equation
[Cl:1][C:2]1[C:3](=[O:15])[N:4]([CH3:14])[N:5]=[CH:6][C:7]=1[N:8]1[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1.C(=O)([O-])[O-].[K+].[K+].[C:22]1([CH:28]=[CH:29][CH2:30]Cl)[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>CN(C)C=O>[Cl:1][C:2]1[C:3](=[O:15])[N:4]([CH3:14])[N:5]=[CH:6][C:7]=1[N:8]1[CH2:13][CH2:12][N:11]([CH2:30][CH:29]=[CH:28][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH2:10][CH2:9]1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 94242Benzene, (3-chloro-1-propenyl)-HCID 5298668HCID 5298668, compound

Product 1

HCID 53896186HCID 53896186, compoundYield 49%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent2×

Procedure

0.75 g (3.3 mmoles) of 4-chloro-2-methyl-5-(1-piperazinyl)-3(2H)-pyridazinone prepared as described hereinafter under the title "Preparation of the starting substances" and 0.91 g (6.6 mmoles) of anhydrous potassium carbonate are suspended in 5 ml of anhydrous dimethyl formamide. Then a solution of 0.5 g (3.3 moles) of 3-phenyl-2-propenyl chloride in 5 ml of anhydrous dimethyl formamide are dropped to the suspension, and the reaction mixture is stirred at room temperature for 24 hours. The dimethyl formamide is evaporated in vacuo, a slight amount of water is added to the residue and the solution thus obtained is extracted with ethyl acetate. The organic phase is dried and evaporated and the residue is crystallized from ethanol. Thus 0.55 g (49%) of the desired compound is obtained. M.p.: 98°-100° C. Its monohydrochloride salt melts at 218°-220° C.

Workup

  1. customThe dimethyl formamide is evaporated in vacuo
  2. additiona slight amount of water is added to the residue
  3. customthe solution thus obtained
  4. extractionis extracted with ethyl acetate
  5. customThe organic phase is dried
  6. customevaporated
  7. customthe residue is crystallized from ethanol

Sources & evidence

ORD record
ord-9c5df838263b40bd825c8dd0dfe264f6
Source dataset
uspto-grants-1995_03
Patent number
US05395934

Reaction notes

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