Hydrazine hydrate (1:1) → (3-Methyl-4-nitrophenyl)hydrazine

HRID 840722Notes

Reaction equation

HRID 840722 reaction equation
O.[NH2:2][NH2:3].[CH3:4][C:5]1[CH:10]=[C:9](F)[CH:8]=[CH:7][C:6]=1[N+:12]([O-:14])=[O:13]>CN1CCCC1=O>[CH3:4][C:5]1[CH:10]=[C:9]([NH:2][NH2:3])[CH:8]=[CH:7][C:6]=1[N+:12]([O-:14])=[O:13]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 949565-Fluoro-2-nitrotoluene

Product 1

HCID 13158578(3-Methyl-4-nitrophenyl)hydrazine

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Conditions

Temperature
65 °C

Procedure

5 g of hydrazine hydrate were slowly added dropwise to a solution of 15.9 g of 2-methyl-4-fluoronitrobenzene in 10 ml of N-methylpyrrolidone at room temperature, and the mixture was heated with stirring at 65° C. for 4 hours. The product was precipitated by adding 70 ml of water and was filtered off with suction and then recrystallized from isopropanol.

Workup

  1. temperaturethe mixture was heated
  2. customThe product was precipitated
  3. additionby adding 70 ml of water
  4. filtrationwas filtered off with suction
  5. customrecrystallized from isopropanol

Sources & evidence

ORD record
ord-e395f8c4519c499eaef375110974b085
Source dataset
uspto-grants-2002_04
Patent number
US06369088B2

Reaction notes

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