Acetic Acid → HCID 13773298, compound

HRID 1651459Notes

Reaction equation

HRID 1651459 reaction equation
[F:1][C:2]([F:17])([F:16])[C:3]1[CH:8]=[CH:7][C:6]([C:9](=S)[S:10]CC(O)=O)=[CH:5][CH:4]=1.[OH-].[K+].O.[NH2:21][NH2:22].C(O)(=O)C>CO.O>[CH:5]1[C:6]([C:9]([NH:21][NH2:22])=[S:10])=[CH:7][CH:8]=[C:3]([C:2]([F:17])([F:16])[F:1])[CH:4]=1

Participants

7

Reactant 4

HCID 176Acetic AcidHCID 14797Potassium HydroxideHCID 24654Hydrazine hydrate (1:1)HCID 605039HCID 605039, compound

Product 1

HCID 13773298HCID 13773298, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

[((4-(Trifluoromethyl)phenyl)thioxomethyl)thio]acetic acid (6.7 g) was dissolved in methanol (50 ml). Potassium hydroxide (1.34 g) in water (15 ml) was added followed by hydrazine hydrate (1.28 ml). The mixture was stirred for 4 hours at room temperature. Glacial acetic acid was added until the pH was 5 and the solvent was removed under reduced pressure. The product was extracted with diethyl ether (250 ml) and the solvent was evaporated under reduced pressure. The resulting solid was crystallised from cyclohexane as pale pink crystals (4.0 g) mp 114°-115.5°.

Workup

  1. customthe solvent was removed under reduced pressure
  2. extractionThe product was extracted with diethyl ether (250 ml)
  3. customthe solvent was evaporated under reduced pressure
  4. customThe resulting solid was crystallised from cyclohexane as pale pink crystals (4.0 g) mp 114°-115.5°

Sources & evidence

ORD record
ord-95167481edda44a4bb5c07e700a2b673
Source dataset
uspto-grants-1990_05
Patent number
US04927822

Reaction notes

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