Phenylhydrazine → HCID 18929412, compound

HRID 1598520Notes

Reaction equation

HRID 1598520 reaction equation
[C:1]1([NH:7][NH2:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:9][S:10][C:11](SC)=[CH:12][C:13]([C:15]1[C:20]([Cl:21])=[CH:19][C:18]([C:22]([F:25])([F:24])[F:23])=[CH:17][C:16]=1[Cl:26])=O>C(O)C>[Cl:21][C:20]1[CH:19]=[C:18]([C:22]([F:23])([F:24])[F:25])[CH:17]=[C:16]([Cl:26])[C:15]=1[C:13]1[CH:12]=[C:11]([S:10][CH3:9])[N:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[N:8]=1

Participants

4

Reactant 2

HCID 7516PhenylhydrazineHCID 18929408HCID 18929408, compound

Product 1

HCID 18929412HCID 18929412, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Phenylhydrazine (0.11 ml) was added to a solution of 0.8 g of 3,3-bis[methylthio]-1-(2,6-dichloro-4-trifluoromethylphenyl)-2-propen-1-one in 10 ml of ethanol at room temperature, and the mixture was refluxed for 1 hour. The solvent was distilled of under reduced pressure to obtain a residue, which was purified by column chromatography on silica gel (eluent: ether/hexane=1/6), giving 0.17 g of the desired compound in the form of a pale brown oil (yield 43.6%).

Workup

  1. temperaturethe mixture was refluxed for 1 hour
  2. distillationThe solvent was distilled of under reduced pressure
  3. customto obtain a residue, which
  4. customwas purified by column chromatography on silica gel (eluent: ether/hexane=1/6)

Sources & evidence

ORD record
ord-60fc90bb3976496cbdcf4a58bb04f6bc
Source dataset
uspto-grants-1998_04
Patent number
US05739083

Reaction notes

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