Nitric Acid → HCID 178512554, compound

HRID 1860458Notes

Reaction equation

HRID 1860458 reaction equation
[F:1][C:2]1[CH:8]=[C:7]([F:9])[CH:6]=[CH:5][C:3]=1[NH2:4].[N+:10]([O-:13])([OH:12])=[O:11].[N:14]#[C:15][NH2:16]>CCO>[N+:10]([O-:13])([OH:12])=[O:11].[F:1][C:2]1[CH:8]=[C:7]([F:9])[CH:6]=[CH:5][C:3]=1[NH:4][C:15]([NH2:16])=[NH:14]

Participants

5

Reactant 3

HCID 944Nitric AcidHCID 97092,4-DifluoroanilineHCID 9864Cyanamide

Product 1

HCID 178512554HCID 178512554, compoundYield 40%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a mixture of 2,4-difluoroaniline (25 mmol, 3.2 g) in EtOH (10 mL) in an ice bath was added nitric acid (69% aq soln.; 1.8 mL) dropwise. After completion of the addition cyanamide (50% aq. soln.; 4 mL) was added. The reaction mixture was refluxed under N2 for 22 h. The solvent was evaporated. The solid residue was washed with EtOH and was dried under high vacuum to afford the title compound as a purple solid (2.32 g, 40%).

Workup

  1. additionwas added
  2. temperatureThe reaction mixture was refluxed under N2 for 22 h
  3. customThe solvent was evaporated
  4. washThe solid residue was washed with EtOH
  5. customwas dried under high vacuum

Sources & evidence

ORD record
ord-c3ddc44b0cf54638884ae46b813c32c3
Source dataset
uspto-grants-2003_03
Patent number
US06531479B2

Reaction notes

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