Sodium Hydroxide → HCID 15671983, compound

HRID 1086754Notes

Reaction equation

HRID 1086754 reaction equation
[OH-].[Na+].[Cl:3][C:4]1[C:5]([C:12]2[C:13]([Cl:27])=[CH:14][C:15]([Cl:26])=[C:16]([S:18][CH:19]([CH3:25])[C:20]([O:22]CC)=[O:21])[CH:17]=2)=[N:6][N:7]([CH3:11])[C:8]=1[S:9][CH3:10]>C(O)C.O>[Cl:3][C:4]1[C:5]([C:12]2[C:13]([Cl:27])=[CH:14][C:15]([Cl:26])=[C:16]([S:18][CH:19]([CH3:25])[C:20]([OH:22])=[O:21])[CH:17]=2)=[N:6][N:7]([CH3:11])[C:8]=1[S:9][CH3:10]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 15671985HCID 15671985, compound

Product 1

HCID 15671983HCID 15671983, compoundYield 81.6%

Reagents, catalysts & solvents 2

HCID 962WaterCatalystHCID 702EthanolSolvent

Procedure

After addition of NaOH (0.31 g, in pellet form, 95% content) to a solution of ethyl 2-[5-(4-chloro-1-methyl-5-methylthio-1H-pyrazol-3-yl)-2,4-dichlorophenylthio]propionate (2.28 g, 5.18 mmoles) in 50 ml ethanol, several drops of water added, thereby conducting the reaction for 3 hours at room temperature. Then the solvent was removed by evaporation of the resulting solution under reduced pressure. Water and ethyl acetate were added to the residue and the formed aqueous layer was separated. The aqueous layer was acidified with hydrochloric acid. The objective product was extracted from the aqueous layer with ethyl acetate. The extract solution was washed with water, dehydrated, and evaporated to dryness, giving crystals (1.74 g) of the title compound, m.p. 180.0° C., yield 81.6%.

Workup

  1. additionadded
  2. customthe reaction for 3 hours at room temperature
  3. customThen the solvent was removed by evaporation of the resulting solution under reduced pressure
  4. additionWater and ethyl acetate were added to the residue
  5. customthe formed aqueous layer was separated
  6. extractionThe objective product was extracted from the aqueous layer with ethyl acetate
  7. washThe extract solution was washed with water
  8. customevaporated to dryness

Sources & evidence

ORD record
ord-42a1f7bf36ba4d1c8522bab6c23d4686
Source dataset
uspto-grants-1991_07
Patent number
US05032165

Reaction notes

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