Sodium Bicarbonate → HCID 11117433, compound

HRID 1370324Notes

Reaction equation

HRID 1370324 reaction equation
[N+]([O-])([O-])=O.[NH4+].[Ce].[C:7]([NH:10][C:11]1[C:20]2[C:15](=[C:16]([O:23]C)[CH:17]=[CH:18][C:19]=2[O:21]C)[N:14]=[CH:13][CH:12]=1)(=[O:9])[CH3:8].CC#N.O.C([O-])(O)=O.[Na+]>O>[C:7]([NH:10][C:11]1[C:20]2[C:19](=[O:21])[CH:18]=[CH:17][C:16](=[O:23])[C:15]=2[N:14]=[CH:13][CH:12]=1)(=[O:9])[CH3:8]

Participants

6

Reactant 4

HCID 516892Sodium BicarbonateHCID 10988583HCID 10988583, compoundHCID 18373917Acetonitrile--water (1/1)HCID 57418452Ammonium cerium-nitrate

Product 1

HCID 11117433HCID 11117433, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

22 g (40.1 mmol) of cerium ammonium nitrate are added, at 0° C., to a solution of 5 g (20.3 mmol) of 4-acetamido-5,8-dimethoxyquinoline in a CH3CN/H2O mixture (50 mL/50 mL). The reaction medium is stirred for 1 h 45 min and is then basified with 500 mL of saturated NaHCO3 solution. 200 mL of H2O are added and the mixture is extracted with CHCl3 (3 times 500 mL) After drying over MgSO4 and evaporating off the solvent, 3.4 g of expected product are obtained in the form of a brown-yellow powder, which is used rapidly for the following step since the product is unstable.

Workup

  1. extractionthe mixture is extracted with CHCl3 (3 times 500 mL)
  2. dry with materialAfter drying over MgSO4
  3. customevaporating off the solvent, 3.4 g of expected product
  4. customare obtained in the form of a brown-yellow powder, which

Sources & evidence

ORD record
ord-a6a228f59f8248428b13425ca1f87539
Source dataset
uspto-grants-2003_06
Patent number
US06583150B1

Reaction notes

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