Acetic Acid → N-(3-methoxyphenyl)-N'-[1-(2-nitrophenyl)ethylidene]hydrazine

HRID 1175799

Reaction equation

HRID 1175799 reaction equation
Cl.[CH3:2][O:3][C:4]1[CH:5]=[C:6]([NH:10][NH2:11])[CH:7]=[CH:8][CH:9]=1.[N+:12]([CH2:15][C:16]([C:18]1C=CC=C[CH:19]=1)=O)([O-:14])=[O:13].[C:24]([O-])(=O)[CH3:25].[Na+].[C:29](O)(=O)[CH3:30]>O>[CH3:2][O:3][C:4]1[CH:5]=[C:6]([NH:10][N:11]=[C:29]([C:24]2[CH:25]=[CH:19][CH:18]=[CH:16][C:15]=2[N+:12]([O-:14])=[O:13])[CH3:30])[CH:7]=[CH:8][CH:9]=1

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 948332-Nitro-1-phenylethanoneHCID 517045Sodium AcetateHCID 27239403-Methoxyphenylhydrazine hydrochloride

Product 1

HCID 74019072N-(3-methoxyphenyl)-N'-[1-(2-nitrophenyl)ethylidene]hydrazine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 3-methoxyphenylhydrazine hydrochloride (1.75 g), 2-nitroacetophenone (1.65 g), sodium acetate (0.82 g) and acetic acid (10 ml) was stirred at room temperature for 4 days. To the reaction mixture was added water, extracted with ethyl acetate. The extract was washed with water, brine, dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to obtain the target compound (2.72 g).

Workup

  1. extractionextracted with ethyl acetate
  2. washThe extract was washed with water, brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. distillationThe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-573261e1a46940b09dc4e699d60da9d2
Source dataset
uspto-grants-2010_11
Patent number
US07842701B2

Linked notes

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