Nitric Acid → HCID 178512554, compound

HRID 47202Notes

Reaction equation

HRID 47202 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-f864972e90794ee39827fc1c7b384905
Source dataset
uspto-grants-2004_03
Patent number
US06699854B2

Reaction notes

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