Hydrogen Peroxide → HCID 23184952, compound

HRID 373777Notes

Reaction equation

HRID 373777 reaction equation
[CH2:1]([O:8][C:9]([CH2:11][N:12]1[C:21]2[C:16](=[CH:17][C:18]([Cl:23])=[C:19]([Cl:22])[CH:20]=2)[N:15]=[CH:14][C:13]1=[O:24])=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH:25]O.O>C(O)(=O)C>[C:2]1([CH2:1][O:8][C:9]([CH2:11][N:12]2[C:21]3[C:16](=[CH:17][C:18]([Cl:23])=[C:19]([Cl:22])[CH:20]=3)[NH:15][C:14](=[O:25])[C:13]2=[O:24])=[O:10])[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 784Hydrogen PeroxideHCID 962WaterHCID 19808453HCID 19808453, compound

Product 1

HCID 23184952HCID 23184952, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

The above ester (12.0 g, 33 mmol) was reacted with 30% H2O2 (50 ml) in glacial acetic acid (350 ml) at 55° C. for 24 h. The mixture was cooled and 600 ml of icecold water was added. The precipitate was filtered off and recrystallized from DMF-water to afford 7.16 g of the title compound. M.p. 286°-289° C. 1H-NMR(DMSO-d6):δ5.08(s, 2H), 5.22(s, 2H), 7.28-7.45(m, 6H), 7.75(s, 1H), 12.35(s, 1H).

Workup

  1. temperatureThe mixture was cooled
  2. filtrationThe precipitate was filtered off
  3. customrecrystallized from DMF-water

Sources & evidence

ORD record
ord-f2157f3c1df346048f4d989fb090bd69
Source dataset
uspto-grants-1992_11
Patent number
US05166155

Reaction notes

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