[2,6-Dichloro-4-(trifluoromethyl)phenyl]hydrazine → HCID 136341206, compound

HRID 973684Notes

Reaction equation

HRID 973684 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:5]=[C:4]([Cl:12])[C:3]=1[NH:13][NH2:14].O=[C:16]([CH:20]=[N:21][OH:22])[CH:17]=[N:18][OH:19]>C(O)C>[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([F:9])([F:11])[F:10])[CH:5]=[C:4]([Cl:12])[C:3]=1[NH:13][N:14]=[C:16]([CH:20]=[N:21][OH:22])[CH:17]=[N:18][OH:19]

Participants

4

Reactant 2

HCID 688223[2,6-Dichloro-4-(trifluoromethyl)phenyl]hydrazineHCID 6399789Propanedial, 2-oxo-, 1,3-dioxime

Product 1

HCID 136341206HCID 136341206, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 2,6-dichloro-4-trifluoromethylphenylhydrazine (34 g), 2-oxopropanedial 1,3-dioxime (17 g) and ethanol (300 ml) was heated under reflux for 31/2 hours. The solvent was evaporated under reduced pressure and the residue triturated with light petroleum (bp 40°-60°) and filtered to give 2-oxopropanedial 2-(2,6-dichloro-4-trifluoromethylphenylhydrazone) 1,3-dioxime. This product (36 g) was stirred in acetic anhydride (350 ml) and acetic acid (220 ml) at room temperature for 45 mins. The mixture was poured into water and filtered and the residue dried in vacuo at 40° to give 2-oxopropanedial 1-acetyloxime 2-(2,6-dichloro-4-trifluoromethylphenylhydrazone) 3-oxime.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 31/2 hours
  3. customThe solvent was evaporated under reduced pressure
  4. customthe residue triturated with light petroleum (bp 40°-60°)
  5. filtrationfiltered

Sources & evidence

ORD record
ord-b6eecaa4d67c4a06afdecadac1ee25f0
Source dataset
uspto-grants-1991_11
Patent number
US05064844

Reaction notes

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