HCID 10802017, compound → HCID 10544429, compound

HRID 654805Notes

Reaction equation

HRID 654805 reaction equation
[CH3:1][S:2][C:3]1[CH:8]=[CH:7][C:6]([C:9](=O)[CH:10]=[C:11]([S:14][CH3:15])SC)=[CH:5][CH:4]=1.O.[F:18][C:19]1[CH:24]=[CH:23][C:22]([NH:25][NH2:26])=[CH:21][CH:20]=1>C(O)(=O)C>[F:18][C:19]1[CH:24]=[CH:23][C:22]([N:25]2[C:9]([C:6]3[CH:5]=[CH:4][C:3]([S:2][CH3:1])=[CH:8][CH:7]=3)=[CH:10][C:11]([S:14][CH3:15])=[N:26]2)=[CH:21][CH:20]=1

Participants

4

Reactant 2

HCID 10802017HCID 10802017, compoundHCID 19886243HCID 19886243, compound

Product 1

HCID 10544429HCID 10544429, compoundYield 22.1%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
100 °C

Procedure

A mixture of 1-[4-(methylthio)phenyl]-3,3-bis-(methylthio)-2-propen-1-one (2.7 g) and 4-fluorophenylhydrazine hydrate (1.8 g) in acetic acid (15 ml) was stirred at 100 ° C. for 7 hours. The solvent was evaporated and the residue was dissolved in ethanol. The insoluble material was filtered and the filtrate was concentrated in vacuo. The residue was purified by column chromatography on silica gel (25 g) eluting with chloroform to give an oil of 1-(4-fluorophenyl)-3-(methylthio)-5-[4-(methylthio)phenyl]pyrazole (0.73 g).

Workup

  1. customThe solvent was evaporated
  2. dissolutionthe residue was dissolved in ethanol
  3. filtrationThe insoluble material was filtered
  4. concentrationthe filtrate was concentrated in vacuo
  5. customThe residue was purified by column chromatography on silica gel (25 g)
  6. washeluting with chloroform

Sources & evidence

ORD record
ord-ebbe09ac166745eeb42a8b837af711ed
Source dataset
uspto-grants-1992_07
Patent number
US05134142

Reaction notes

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