Nitric Acid → p-Anisidine, 2,6-dinitro-

HRID 428548Notes

Reaction equation

HRID 428548 reaction equation
[N+:1]([O-:4])([OH:3])=O.[CH3:5][O:6][C:7]1[CH:12]=[CH:11][C:10]([NH2:13])=[C:9]([N+:14]([O-:16])=[O:15])[CH:8]=1>>[CH3:5][O:6][C:7]1[CH:12]=[C:11]([N+:1]([O-:4])=[O:3])[C:10]([NH2:13])=[C:9]([N+:14]([O-:16])=[O:15])[CH:8]=1

Participants

3

Reactant 2

HCID 944Nitric AcidHCID 667934-Methoxy-2-nitroaniline

Product 1

HCID 138470p-Anisidine, 2,6-dinitro-Yield 53%

Procedure

To a stirred solution of HNO3 (65 mL) was added 4-methoxy-2-nitro-phenylamine (15 g, 89.3 mmol). The reaction mixture was stirred at room temperature overnight. The dark red precipitate was filtered and washed with H2O (400 mL) affording 10.01 g (53%) of the title compound.

Workup

  1. filtrationThe dark red precipitate was filtered
  2. washwashed with H2O (400 mL)

Sources & evidence

ORD record
ord-b77c2fcb6430465f86977bf832d35c07
Source dataset
uspto-grants-2001_11
Patent number
US06313126B1

Reaction notes

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