Methylhydrazine → 1-p-Methoxybenzoyl-1-methylhydrazine

HRID 1498916Notes

Reaction equation

HRID 1498916 reaction equation
[CH3:1][NH:2][NH2:3].[CH3:4][O:5][C:6]1[CH:14]=[CH:13][C:9]([C:10](Cl)=[O:11])=[CH:8][CH:7]=1>ClCCl>[CH3:1][N:2]([C:10](=[O:11])[C:9]1[CH:13]=[CH:14][C:6]([O:5][CH3:4])=[CH:7][CH:8]=1)[NH2:3]

Participants

4

Reactant 2

HCID 6061MethylhydrazineHCID 7477p-Anisoyl chloride

Product 1

HCID 121705421-p-Methoxybenzoyl-1-methylhydrazineYield 89%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

Methylhydrazine (2.76 g) was dissolved in dichloromethane (60 ml), and a solution of 4-methoxybenzoyl chloride (5.12 g) in dichloromethane (10 ml) was added thereto under an ice cooling and stirring. The mixture was further stirred at a room temperature for 1.5 hours, and then the reaction solution washed with water and a saturated saline solution in order. The washed product was dried over anhydrous sodium sulfate, concentrated under a reduced pressure, and dried to give the title compound (4.81 g, 89%).

Workup

  1. stirringThe mixture was further stirred at a room temperature for 1.5 hours
  2. washthe reaction solution washed with water
  3. dry with materialThe washed product was dried over anhydrous sodium sulfate
  4. concentrationconcentrated under a reduced pressure
  5. customdried

Sources & evidence

ORD record
ord-a389880995a04062b232071988d46dd1
Source dataset
uspto-grants-2015_12
Patent number
US09200008B2

Reaction notes

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