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Water → Ar,ar-dinitrobenzenamine

HRID 558444
Notes
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Reaction equation

HRID 558444 reaction equation
[N+:1]([C:4]1[C:9]([N+:10]([O-:12])=[O:11])=[CH:8][CH:7]=[CH:6][C:5]=1[NH:13]C(=O)C)([O-:3])=[O:2].C[O-].[Na+].O>CO>[N+:1]([C:4]1[C:9]([N+:10]([O-:12])=[O:11])=[CH:8][CH:7]=[CH:6][C:5]=1[NH2:13])([O-:3])=[O:2]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 962WaterHCID 2801834N-(2,3-dinitrophenyl)acetamideHCID 10942334Sodium Methoxide

Product 1

HCID 136400Ar,ar-dinitrobenzenamineYield 93%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of N-(2,3-dinitrophenyl)acetamide (3.0 g) in methanol (200 mL) was added sodium methoxide (72 mg). The stirred solution was heated at reflux for 3 hours. Water was added to the solution (300 mL) and the yellow solid precipitate was collected and dried to give the desired product (2.27 g, 93%). Chemical Formula: C6H5N3O4 Molecular Weight: 183.12; MS (ES) m/z 184

Workup

  1. temperatureThe stirred solution was heated
  2. temperatureat reflux for 3 hours
  3. customthe yellow solid precipitate was collected
  4. customdried

Sources & evidence

ORD record
ord-d43da1a7075a443abe0771762c7104a4
Source dataset
uspto-grants-2011_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08063053B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes