Sodium Acetate → HCID 70357048, compound

HRID 2072662Notes

Reaction equation

HRID 2072662 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[C:4]([Cl:9])[C:3]=1[N:10]1[C:14](=[O:15])[CH:13]=[C:12]([NH:16][C:17]2[CH:22]=[C:21]([NH2:23])[CH:20]=[CH:19][C:18]=2[Cl:24])[NH:11]1.C([O-])(=O)C.[Na+].[C:30]([C:38]1[CH:50]=[CH:49][C:41]([O:42][CH:43]([CH2:47][CH3:48])[C:44](Cl)=[O:45])=[CH:40][CH:39]=1)([CH2:33][C:34]([CH3:37])([CH3:36])[CH3:35])([CH3:32])[CH3:31]>C(OCC)(=O)C>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[C:4]([Cl:9])[C:3]=1[N:10]1[C:14](=[O:15])[CH:13]=[C:12]([NH:16][C:17]2[CH:22]=[C:21]([NH:23][C:44](=[O:45])[CH:43]([O:42][C:41]3[CH:40]=[CH:39][C:38]([C:30]([CH2:33][C:34]([CH3:37])([CH3:36])[CH3:35])([CH3:32])[CH3:31])=[CH:50][CH:49]=3)[CH2:47][CH3:48])[CH:20]=[CH:19][C:18]=2[Cl:24])[NH:11]1

Participants

5

Reactant 3

HCID 517045Sodium AcetateHCID 11030961-(2',4',6'-Trichlorophenyl)-3-(2'-chloro-5'-aminoanilino)-5-pyrazoloneHCID 85629392HCID 85629392, compound

Product 1

HCID 70357048HCID 70357048, compoundYield 863.6%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Forty point four grams of 1-(2,4,6-trichlorophenyl)-3-(2-chloro-5-aminoanilino)-5-pyrazolone were suspended in 120 ml of ethyl acetate, and to this mixture were added 40 ml of an aqueous solution containing 9.62 g of sodium acetate. At room temperature, 31.1 g of 2-(4-t-octylphenoxy)-butyric acid chloride were added dropwise to the liquid, and the mixture was stirred for another hour at room temperature. The organic phase was separated from the reaction liquid, and the solvent was distilled off under reduced pressure. The residuum was recrystallized from 300 ml of ethanol, whereby 58 g of objective 1-(2,4,6-trichlorophenyl)-3-[2-chloro-5-{2-(4-t-octylphenoxy)butaneamido}anilino]-5-pyrazolone were obtained. Melting point: 163° to 165° C. The structure was confirmed through the procedures of NMR, IR and MASS.

Workup

  1. customThe organic phase was separated from the reaction liquid
  2. distillationthe solvent was distilled off under reduced pressure
  3. customThe residuum was recrystallized from 300 ml of ethanol

Sources & evidence

ORD record
ord-aac92d5979d14107b100d4e981eba862
Source dataset
uspto-grants-1990_04
Patent number
US04914013

Reaction notes

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