Nitric Acid → HCID 178512576, compound

HRID 1860460Notes

Reaction equation

HRID 1860460 reaction equation
[NH2:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[C:4]([N+]([O-])=O)[CH:3]=1.[N+:12]([O-:15])([OH:14])=[O:13].[N:16]#[C:17][NH2:18]>CCO>[N+:12]([O-:15])([OH:14])=[O:13].[OH:8][C:5]1[CH:6]=[CH:7][C:2]([NH:1][C:17]([NH2:18])=[NH:16])=[C:3]([N+:12]([O-:15])=[O:13])[CH:4]=1

Participants

5

Reactant 3

HCID 944Nitric AcidHCID 9864CyanamideHCID 34174194-Amino-2-Nitrophenol

Product 1

HCID 178512576HCID 178512576, compoundYield 54%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 4-amino-2-nitrophenol (25 mmol, 3.85 g) in EtOH (6 mL) on an ice bath was treated with nitric acid (69% aq soln.; 1.8 mL). To this of cyanamide (50% aq. soln.; 4 mL) was added. The reaction mixture was refluxed under N2 for 22 h. The solvent was evaporated. The dark brown solid residue was washed with EtOH and was dried under high vacuum to afford the title compound as a grey solid (3.53 g, 54%).

Workup

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

Sources & evidence

ORD record
ord-85bda1f5aae047908584f8fe539b7b3c
Source dataset
uspto-grants-2003_03
Patent number
US06531479B2

Reaction notes

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