m-Nitroacetophenone → HCID 785070, compound

HRID 428990Notes

Reaction equation

HRID 428990 reaction equation
[CH3:1][C:2]([C:4]1[CH:9]=[CH:8][CH:7]=[C:6]([N+:10]([O-:12])=[O:11])[CH:5]=1)=O.O.[NH2:14][NH2:15]>O>[N+:10]([C:6]1[CH:5]=[C:4]([C:2](=[N:14][NH2:15])[CH3:1])[CH:9]=[CH:8][CH:7]=1)([O-:12])=[O:11]

Participants

4

Reactant 2

HCID 8494m-NitroacetophenoneHCID 24654Hydrazine hydrate (1:1)

Product 1

HCID 785070HCID 785070, compoundYield 89.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 3-nitroacetophenone (200 g, 1.12 mol) in Industrial Methylated Spirits (1.2 l) was added hydrazine monohydrate (140 ml, 2.25 mol) and the reaction mixture was heated under reflux for 2 h. Water (1.2 l) was added and the reaction mixture was cooled to room temperature. The resulting precipitate was collected by filtration to afford the title compound as a yellow crystalline solid (180 g, 82%).

Workup

  1. temperaturethe reaction mixture was heated
  2. temperatureunder reflux for 2 h
  3. filtrationThe resulting precipitate was collected by filtration

Sources & evidence

ORD record
ord-0399d438dd104939b94805d4dcb25d24
Source dataset
uspto-grants-2001_11
Patent number
US06313312B1

Reaction notes

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