Hydrochloric Acid → HCID 13798309, compound

HRID 580258Notes

Reaction equation

HRID 580258 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([O:9]S(C)(=O)=O)=[CH:4][C:3]=1[N:14]1[C:18]([CH3:19])=[C:17]([Cl:20])[C:16]([CH3:21])=[N:15]1.[OH-].[Na+].Cl>>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([OH:9])=[CH:4][C:3]=1[N:14]1[C:18]([CH3:19])=[C:17]([Cl:20])[C:16]([CH3:21])=[N:15]1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 137983241-(2,4-Dichloro-5-methylsulfonyloxyphenyl)-3,5-dimethyl-4-chloropyrazole

Product 1

HCID 13798309HCID 13798309, compoundYield 91.8%

Conditions

Temperature
50 °C

Procedure

A mixture of 1-(2,4-dichloro-5-methylsulfonyloxyphenyl)-3,5-dimethyl-4-chloropyrazole (37.0 g) and 2N aqueous sodium hydroxide was stirred at 50° C. for 30 minutes. After cooling, the reaction mixture was acidified with aqueous hydrochloric acid and then extracted with toluene. The resulting toluene layer was washed with water and dried over anhydrous sodium sulfate. Removal of the solvent by distillation in vacuo gave the titled compound (26.8 g) as a pale yellow crystalline solid. Recrystallization of this solid from a mixture of n-hexane/ethyl acetate afforded a white crystalline solid. m.p. 172°-174° C.

Workup

  1. temperatureAfter cooling
  2. extractionextracted with toluene
  3. washThe resulting toluene layer was washed with water
  4. dry with materialdried over anhydrous sodium sulfate
  5. customRemoval of the solvent
  6. distillationby distillation in vacuo

Sources & evidence

ORD record
ord-8d2a42dc8ee74778bdc0a69f6631eca3
Source dataset
uspto-grants-1988_06
Patent number
US04752326

Reaction notes

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