Methanesulfonic Acid → HCID 86628943, compound

HRID 253328Notes

Reaction equation

HRID 253328 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([CH3:8])[C:5]([S:9][CH2:10][C:11]([F:14])([F:13])[F:12])=[CH:4][C:3]=1[NH:15][NH2:16].C(O[CH:20](O)[C:21]([F:24])([F:23])[F:22])C.CS(O)(=O)=O>C(O)C>[F:1][C:2]1[CH:7]=[C:6]([CH3:8])[C:5]([S:9][CH2:10][C:11]([F:13])([F:14])[F:12])=[CH:4][C:3]=1[NH:15][N:16]=[CH:20][C:21]([F:24])([F:23])[F:22]

Participants

5

Reactant 3

HCID 6395Methanesulfonic AcidHCID 9897Ethanol, 1-ethoxy-2,2,2-trifluoro-HCID 66842008HCID 66842008, compound

Product 1

HCID 86628943HCID 86628943, compoundYield 90.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 3.1 g of 2-fluoro-4-methyl-5-(2,2,2-trifluoroethylthio)phenylhydrazine, 1.9 g of trifluoroacetaldehyde ethyl hemiacetal, 0.5 g of methanesulfonic acid and 100 ml of ethanol was refluxed with heating for 5 hours. After the reaction mixture was cooled to room temperature, it was concentrated under reduced pressure and extracted with ethyl acetate, and the organic layer was dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain 3.7 g of trifluoroacetaldehyde {2-fluoro-4-methyl-5-(2,2,2-trifluoroethylthio)phenyl}hydrazone.

Workup

  1. temperaturewas refluxed
  2. temperaturewith heating for 5 hours
  3. concentrationit was concentrated under reduced pressure
  4. extractionextracted with ethyl acetate
  5. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
  6. distillationThe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-427ca3b096224179a25c356b4af7debd
Source dataset
uspto-grants-2011_01
Patent number
US07872036B2

Reaction notes

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