Sodium Thiosulfate → HCID 14622781, compound

HRID 1721933Notes

Reaction equation

HRID 1721933 reaction equation
[Cl:1][O-].[Na+].[Cl:4][C:5]1[C:15]([Cl:16])=[C:14]([C:17]([C:19]2[N:23]([CH2:24][CH3:25])[N:22]=[CH:21][CH:20]=2)=[O:18])[CH:13]=[CH:12][C:6]=1[O:7][CH2:8][C:9]([OH:11])=[O:10].S([O-])([O-])(=O)=S.[Na+].[Na+]>C(O)(=O)C.CN(C)C=O.O>[Cl:4][C:5]1[C:15]([Cl:16])=[C:14]([C:17]([C:19]2[N:23]([CH2:24][CH3:25])[N:22]=[CH:21][C:20]=2[Cl:1])=[O:18])[CH:13]=[CH:12][C:6]=1[O:7][CH2:8][C:9]([OH:11])=[O:10]

Participants

7

Reactant 3

HCID 24477Sodium ThiosulfateHCID 14721234[2,3-Dichloro-4-(1-ethyl-1H-pyrazole-5-carbonyl)phenoxy]acetic acidHCID 23665760Sodium Hypochlorite2×

Product 1

HCID 14622781HCID 14622781, compound

Reagents, catalysts & solvents 3

HCID 176Acetic AcidSolventHCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

6.7 g of an aqueous 10% sodium hypochlorite solution are added dropwise to a solution of 2.36 g of [2,3-dichloro-4-(1-ethyl-5-pyrazolylcarbonyl)phenoxy]acetic acid in a mixture of 50 ml of acetic acid and 20 ml of dimethylformamide, and the mixture is stirred at room temperature for 30 minutes. A solution of 2.0 g of sodium thiosulfate in 5 ml of water is added to the reaction mixture to decompose excess sodium hypochloride, and the mixture is evaporated to remove solvent. The residue (oil) is dissolved in water, and the solution is adjusted to pH 3 with 1N hydrochloric acid and extracted with ethyl acetate. The extract is washed with water, dried and evaporated to remove solvent. The residue is crystallized from a mixture of ethyl acetate and hexane to give 2.19 g of [2,3-dichloro-4-(4-chloro-1-ethyl-5-pyrazolylcarbonyl)phenoxy]acetic acid.

Workup

  1. customthe mixture is evaporated
  2. customto remove solvent
  3. dissolutionThe residue (oil) is dissolved in water
  4. extractionextracted with ethyl acetate
  5. washThe extract is washed with water
  6. customdried
  7. customevaporated
  8. customto remove solvent
  9. customThe residue is crystallized from a mixture of ethyl acetate and hexane

Sources & evidence

ORD record
ord-e698ab07a66641908d2951c0436ed5e9
Source dataset
uspto-grants-1989_08
Patent number
US04853404

Reaction notes

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