Hydrazine → HCID 13070048, compound

HRID 1759595Notes

Reaction equation

HRID 1759595 reaction equation
NN.[N+:3]([C:6]1[CH:11]=[CH:10][C:9]([S:12][CH2:13][CH3:14])=[CH:8][C:7]=1[C:15]([F:18])([F:17])[F:16])([O-])=O>[Pd].C(O)C>[CH2:13]([S:12][C:9]1[CH:10]=[CH:11][C:6]([NH2:3])=[C:7]([C:15]([F:17])([F:16])[F:18])[CH:8]=1)[CH3:14]

Participants

5

Reactant 2

HCID 9321Hydrazine2×HCID 13070047HCID 13070047, compound

Product 1

HCID 13070048HCID 13070048, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Conditions

Temperature
50 °C

Procedure

A solution of 64 percent aqueous hydrazine (75.6 g., 1.5 moles) is added dropwise to a warm (50° C.) stirred mixture of 2-nitro-5-ethylthiobenzotrifluoride (168.3 g, 0.67 mole) and 5 percent palladium on carbon catalyst (14.5 g) in 95 percent ethanol (1200 ml). After all of the hydrazine has been added, the reaction mixture is heated under reflux overnight. Thin layer chromatography indicates all of the nitro compound is reduced. The reaction mixture is then filtered and concentrated under reduced pressure. The residual golden colored liquid is taken up in methylene chloride and washed with water. The methylene chloride is removed by evaporation leaving the product,

Workup

  1. temperaturethe reaction mixture is heated
  2. temperatureunder reflux overnight
  3. filtrationThe reaction mixture is then filtered
  4. concentrationconcentrated under reduced pressure
  5. washwashed with water
  6. customThe methylene chloride is removed by evaporation
  7. customleaving the product

Sources & evidence

ORD record
ord-673fc48c2a9c4bc8bd74103948372038
Source dataset
uspto-grants-1982_07
Patent number
US04341901

Reaction notes

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