Carbamide Peroxide → HCID 23159769, compound

HRID 1011436Notes

Reaction equation

HRID 1011436 reaction equation
[CH3:1][C:2]1[N:3]=[CH:4][C:5]2[C:10]([C:11]=1[C:12]#[N:13])=[CH:9][C:8]([O:14][CH3:15])=[CH:7][C:6]=2[O:16][CH3:17].NC(N)=[O:20].OO>>[CH3:1][C:2]1[N:3]=[CH:4][C:5]2[C:10]([C:11]=1[C:12]([NH2:13])=[O:20])=[CH:9][C:8]([O:14][CH3:15])=[CH:7][C:6]=2[O:16][CH3:17]

Participants

3

Reactant 2

HCID 31294Carbamide PeroxideHCID 23159738HCID 23159738, compound

Product 1

HCID 23159769HCID 23159769, compound

Procedure

3-methyl-4-cyano-6,8-dimethoxyisoquinoline (2.28 g, 20 mmol) reported in Tetrahedron Letters, 1968, 44, 1160-1163 is added to a finely powdered urea-hydrogen peroxide adduct (1.88 g, 20 mmol) in a glass tube, and the reaction mixture is placed in an oil bath at 85° C. for 2 hours. After completion of the reaction, the reaction mixture is extracted with ethyl acetate and the combined extracts are washed with water and dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure to afford the title compound.

Workup

  1. customAfter completion of the reaction
  2. extractionthe reaction mixture is extracted with ethyl acetate
  3. washthe combined extracts are washed with water
  4. dry with materialdried over anhydrous sodium sulfate
  5. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-90916b429403445abc45af56cedf6c10
Source dataset
uspto-grants-2011_07
Patent number
US07977354B2

Reaction notes

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