Hydrochloric Acid → HCID 715741, compound

HRID 1421206Notes

Reaction equation

HRID 1421206 reaction equation
[C:1]1([N:7]2[CH:11]=[N:10][N:9]=[C:8]2[SH:12])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl[CH2:14][C:15]([O-:17])=[O:16].[Na+].[OH-].[Na+].Cl>O.C(O)C>[C:15]([CH2:14][S:12][C:8]1[N:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[CH:11]=[N:10][N:9]=1)([OH:17])=[O:16]

Participants

7

Reactant 4

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 23665759Sodium chloroacetateHCID 178527969HCID 178527969, compound

Product 1

HCID 715741HCID 715741, compoundYield 46.7%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

Into 500 ml of ethanol were suspended 53 g (0.3 mol) of 4-phenyl-3-mercapto-1,2,4-triazole and 44.1 g (0.36 mol) of sodium chloroacetate. Thereto was added an aqueous solution prepared by dissolving 15.5 g (0.36 mol) of sodium hydroxide (purity, 93%) into 60 ml of water. This mixture was kept at 50° C. for 3 hours to-react the reactants. The reaction mixture was allowed to cool to room temperature, neutralized by dropwise adding 31 ml (0.36 mol) of concentrated hydrochloric acid, and then cooled to 10° C. or lower with ice. The resulting precipitate was taken out by filtration. To the precipitate was added 1.5 l of ethanol. This mixture was heated, and the insoluble matter was taken out by filtration. Thereafter recrystallization was conducted with cooling to obtain 32.3 g (0.14 mol) of the desired mercaptoacetic acid derivative. Yield, 45.8%.

Workup

  1. additionThereto was added an aqueous solution
  2. customprepared
  3. customto-react the reactants
  4. temperaturecooled to 10° C. or lower with ice
  5. filtrationThe resulting precipitate was taken out by filtration
  6. additionTo the precipitate was added 1.5 l of ethanol
  7. temperatureThis mixture was heated
  8. filtrationthe insoluble matter was taken out by filtration
  9. customThereafter recrystallization
  10. temperaturewith cooling

Sources & evidence

ORD record
ord-4a4e97962106484a857fd0c75859f0a5
Source dataset
uspto-grants-2000_06
Patent number
US06074813

Reaction notes

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