Acetone → HCID 9947805, compound

HRID 963205Notes

Reaction equation

HRID 963205 reaction equation
[NH2:1][C:2]1[CH:7]=[N:6][N:5]([C:8]([CH3:11])([CH3:10])[CH3:9])[C:4](=[O:12])[C:3]=1[CH3:13].[N:14]1[CH:19]=[CH:18][C:17]([C:20](Cl)=[O:21])=[CH:16][CH:15]=1.C(=O)([O-])[O-].[K+].[K+].CC(C)=O>C(OCC)(=O)C.CCCCCC>[C:8]([N:5]1[C:4](=[O:12])[C:3]([CH3:13])=[C:2]([NH:1][C:20]([C:17]2[CH:18]=[CH:19][N:14]=[CH:15][CH:16]=2)=[O:21])[CH:7]=[N:6]1)([CH3:9])([CH3:11])[CH3:10]

Participants

7

Reactant 4

HCID 180AcetoneHCID 11430Potassium CarbonateHCID 417436Pyridine-4-carbonyl chlorideHCID 19081366HCID 19081366, compound

Product 1

HCID 9947805HCID 9947805, compound

Reagents, catalysts & solvents 2

HCID 8058HexaneSolventHCID 8857Ethyl AcetateSolvent

Procedure

0.72 of 5-amino-2-tert-butyl-4-methylpyridazin-3-(2H)-one, 0.57 g of 4-pyridylcarbonyl chloride, 0.55 g of anhydrous potassium carbonate and 30 ml of dry acetone were mixed and vigorously stirred at room temperature for 40 minutes. Acetone was distilled off under reduced pressure, and the residue was extracted with 150 ml of methylene chloride and washed twice with water. Then, It was dried over anhydrous sodium sulfate and concentrated. The residue thereby obtained was subjected to column chromatography, and using an eluent (n-hexane:ethyl acetate=1:2), 0.56 g of the desired product (Compound No. 1) having a melting point of from 206° to 207° C., was obtained.

Workup

  1. distillationAcetone was distilled off under reduced pressure
  2. extractionthe residue was extracted with 150 ml of methylene chloride
  3. washwashed twice with water
  4. dry with materialThen, It was dried over anhydrous sodium sulfate
  5. concentrationconcentrated
  6. customThe residue thereby obtained

Sources & evidence

ORD record
ord-594f9fc990c44f72b49e0cfff7247b48
Source dataset
uspto-grants-1998_06
Patent number
US05763439

Reaction notes

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