Water → HCID 178434079, compound

HRID 1155351Notes

Reaction equation

HRID 1155351 reaction equation
[OH2:1].[OH-].[K+].Cl[C:5]1[N:9]([CH3:10])[N:8]=[C:7]([CH3:11])[C:6]=1[C:12](=[O:21])[C:13]1[C:18]([Cl:19])=[CH:17][CH:16]=[CH:15][C:14]=1[Cl:20]>C(O)C>[CH3:10][N:9]1[C:5]([OH:1])=[C:6]([C:12](=[O:21])[C:13]2[C:18]([Cl:19])=[CH:17][CH:16]=[CH:15][C:14]=2[Cl:20])[C:7]([CH3:11])=[N:8]1

Participants

5

Reactant 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 12912150HCID 12912150, compound

Product 1

HCID 178434079HCID 178434079, compoundYield 48%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In 5 ml. of water is dissolved 0.56 g. of potassium hydroxide and a solution of 1.52 g. of 5-chloro-4-(2,6-dichlorobenzoyl)-1,3-dimethylpyrazole in 10 ml. of ethanol is added thereto. The mixture is heated under reflux for 12 hours. After completion of the reaction, the reaction mixture is allowed to cool and extracted with benzene. An aqueous layer is separated and 2 N HCl solution is added to adjust the pH to 3-4, whereby crystalline substance is separated out. The resulting crystalline substance is recovered by filtration and recrystallized from ethanol to give 0.68 g. of the desired product as colorless needles melting at 249.5°-250.5° C. Yield 48.0%.

Workup

  1. temperatureThe mixture is heated
  2. temperatureunder reflux for 12 hours
  3. customAfter completion of the reaction
  4. temperatureto cool
  5. extractionextracted with benzene
  6. customAn aqueous layer is separated
  7. addition2 N HCl solution is added
  8. customis separated out
  9. filtrationThe resulting crystalline substance is recovered by filtration
  10. customrecrystallized from ethanol
  11. customto give 0.68 g

Sources & evidence

ORD record
ord-ec048dc90f5b485e9fe04529af10ec3e
Source dataset
uspto-grants-1981_11
Patent number
US04301293

Reaction notes

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