Water → HCID 11095715, compound

HRID 1370318Notes

Reaction equation

HRID 1370318 reaction equation
[N+:1]([C:4]1[C:13]2[C:8](=[C:9]([O:16]C)[CH:10]=[CH:11][C:12]=2[O:14]C)[N:7]=[CH:6][CH:5]=1)([O-:3])=[O:2].O.[N+]([O-])([O-])=O.[NH4+].[Ce]>CC#N>[N+:1]([C:4]1[C:13]2[C:12](=[O:14])[CH:11]=[CH:10][C:9](=[O:16])[C:8]=2[N:7]=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

5

Reactant 3

HCID 962WaterHCID 10857362HCID 10857362, compoundHCID 57418452Ammonium cerium-nitrate

Product 1

HCID 11095715HCID 11095715, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

400 mg (1.71 mmol) of 4-nitro-5,8-dimethoxyquinoline are dissolved in 10 mL of CH3CN and 5 mL of water at room temperature. 2.8 g (5.2 mmol) of cerium ammonium nitrate are added and the reaction medium is stirred for 15 min. After evaporating off the CH3CN on a rotary evaporator, 10 mL of water are added and the medium is extracted with CH2Cl2 (3 times 20 mL). After drying the organic phases and evaporating off the solvent on a rotary evaporator, 290 mg of 4-nitroquinoline-5,8-dione are obtained in the form of an orange powder.

Workup

  1. customat room temperature
  2. customAfter evaporating off the CH3CN
  3. customon a rotary evaporator, 10 mL of water
  4. additionare added
  5. extractionthe medium is extracted with CH2Cl2 (3 times 20 mL)
  6. customAfter drying the organic phases
  7. customevaporating off the solvent
  8. customon a rotary evaporator, 290 mg of 4-nitroquinoline-5,8-dione
  9. customare obtained in the form of an orange powder

Sources & evidence

ORD record
ord-e5b86600e1ed499d8565f8fa1b67c659
Source dataset
uspto-grants-2003_06
Patent number
US06583150B1

Reaction notes

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