Hydrogen Peroxide → HCID 18778850, compound

HRID 1422167Notes

Reaction equation

HRID 1422167 reaction equation
[CH:1]1([O:6][C:7]2[CH:8]=[C:9]([C:15]3[CH:16]=[N:17][C:18]([C:21]#[N:22])=[N:19][CH:20]=3)[CH:10]=[CH:11][C:12]=2[O:13][CH3:14])[CH2:5][CH2:4][CH2:3][CH2:2]1.[OH:23]O.[OH-].[Na+]>C(O)C.O>[CH:1]1([O:6][C:7]2[CH:8]=[C:9]([C:15]3[CH:16]=[N:17][C:18]([C:21]([NH2:22])=[O:23])=[N:19][CH:20]=3)[CH:10]=[CH:11][C:12]=2[O:13][CH3:14])[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

6

Reactant 3

HCID 784Hydrogen PeroxideHCID 14798Sodium HydroxideHCID 53800255HCID 53800255, compound

Product 1

HCID 18778850HCID 18778850, compound

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

To a stirred mixture of the compound of Example 14 (1.3 g) in ethanol (8 ml) was added hydrogen peroxide (40 vols, 15 ml) and 6M aqueous NaOH (6 ml). After 15 min, the reaction mixture was diluted with water (75 ml) and the white solid filtered off. Recrystallisation from acetonitrile furnished the title compound (200 g) as small white plates (mp 235-238° C.). Found C, 65.06; H, 6.09; N, 13.44. C17H19N3O3 requires C, 65.16; H, 6.1 1; N, 13.41%.

Workup

  1. filtrationthe white solid filtered off
  2. customRecrystallisation from acetonitrile

Sources & evidence

ORD record
ord-fa08c8398d224382b127340dcb1e8b98
Source dataset
uspto-grants-2000_06
Patent number
US06080790

Reaction notes

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