Hydrazine hydrate (1:1) → 4-Benzoyl-2-nitrophenylhydrazine

HRID 2073238Notes

Reaction equation

HRID 2073238 reaction equation
O.[NH2:2][NH2:3].Cl[C:5]1[CH:18]=[CH:17][C:8]([C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)=[O:10])=[CH:7][C:6]=1[N+:19]([O-:21])=[O:20]>C(O)C>[C:9]([C:8]1[CH:17]=[CH:18][C:5]([NH:2][NH2:3])=[C:6]([N+:19]([O-:21])=[O:20])[CH:7]=1)(=[O:10])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 417434-Chloro-3-nitrobenzophenone

Product 1

HCID 198581284-Benzoyl-2-nitrophenylhydrazineYield 75%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

20 ml of hydrazine hydrate were added to the suspension of 52.33 g of 4-chloro-3-nitrobenzophenone in 200 ml of abs. ethanol under stirring. The reaction mixture was stirred at room temperature for 75 minutes, then slowly heated to the boiling point. After completion of the violent reaction, the mixture was refluxed for an additional 1 hour. After cooling down, the crystals were filtered by suction, thoroughly washed with water and dried at 80° C. Thus, 38.62 g (75%) of 4-benzoyl-2-nitrophenylhydrazine were obtained as orange-red crystals, m.p.: 163°-164° C.

Workup

  1. temperatureslowly heated to the boiling point
  2. customAfter completion of the violent reaction
  3. temperaturethe mixture was refluxed for an additional 1 hour
  4. temperatureAfter cooling down
  5. filtrationthe crystals were filtered by suction
  6. washthoroughly washed with water
  7. customdried at 80° C

Sources & evidence

ORD record
ord-61633c24326744f5aeb3a541f73adf4b
Source dataset
uspto-grants-1990_04
Patent number
US04916149

Reaction notes

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