4-Nitrophenol → Nitrofungin

HRID 2215871Notes

Reaction equation

HRID 2215871 reaction equation
[CH:1]1[C:6]([N+:7]([O-:9])=[O:8])=[CH:5][CH:4]=[C:3]([OH:10])[CH:2]=1.[Cl:11]([O-])(=O)=O.[K+]>Cl>[Cl:11][C:4]1[CH:5]=[C:6]([N+:7]([O-:9])=[O:8])[CH:1]=[CH:2][C:3]=1[OH:10]

Participants

4

Reactant 2

HCID 9804-NitrophenolHCID 6426889Potassium Chlorate

Product 1

HCID 12074NitrofunginYield 92.4%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

p-nitrophenol (69.55 g, 0.5 mole) was dissolved in 10 N HCl (200 ml) in a 1000 ml flask with heating and then cooled down. To the mixture was added 600 ml potassium chlorate (61.25 g, 0.5 mole) solution, gradually with stirring. Stirring was continued for 1 hour after completion of addition and mixture was left overnight at room temperature. After filtration with vacuuming, the filtrate was washed with distilled water and recrystallized with dilute acetic acid solution to yield pale yellow acicular crystal, 2-chloro4-nitro-phenol (80.2 g, m.p. 110–111° C., yield rate 91%).

Workup

  1. temperaturewith heating
  2. temperaturecooled down
  3. stirringStirring
  4. additionafter completion of addition and mixture
  5. waitwas left overnight at room temperature
  6. filtrationAfter filtration with vacuuming
  7. washthe filtrate was washed with distilled water
  8. customrecrystallized with dilute acetic acid solution

Sources & evidence

ORD record
ord-1353cb79f57a479fa94a3983a42c37b7
Source dataset
uspto-grants-2006_09
Patent number
US07109364B2

Reaction notes

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