Hydrochloric Acid → HCID 10575055, compound

HRID 369430Notes

Reaction equation

HRID 369430 reaction equation
[C:1]([C:4]1[C:5]([OH:32])=[C:6]([CH:29]=[CH:30][CH:31]=1)[C:7](=[O:28])[CH:8]=[CH:9][C:10]1[CH:15]=[CH:14][C:13]([O:16][CH2:17][C:18]2[CH:27]=[CH:26][C:25]3[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=3)[N:19]=2)=[CH:12][CH:11]=1)([OH:3])=[O:2].[OH-:33].[K+].OO.Cl>CO>[C:1]([C:4]1[CH:31]=[CH:30][CH:29]=[C:6]2[C:5]=1[O:32][C:9]([C:10]1[CH:15]=[CH:14][C:13]([O:16][CH2:17][C:18]3[CH:27]=[CH:26][C:25]4[C:20](=[CH:21][CH:22]=[CH:23][CH:24]=4)[N:19]=3)=[CH:12][CH:11]=1)=[C:8]([OH:33])[C:7]2=[O:28])([OH:3])=[O:2]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 784Hydrogen PeroxideHCID 14797Potassium HydroxideHCID 53867644HCID 53867644, compound

Product 1

HCID 10575055HCID 10575055, compoundYield 49%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

3'-Carboxy-2'-hydroxy-4-[(2-quinolinyl)methoxy]chalcone (1.2 mmol) was dissolved in 35 ml of methanol, followed by the addition of 2 ml of 16% potassium hydroxide. While the resulting mixture was stirred over an ice bath, 2.0 ml of a 15% aqueous solution of hydrogen peroxide were gradually added dropwise. The resulting mixture was allowed to stand for 24 hours at 4° C. The reaction mixture was acidified with 1 N hydrochloric acid. The resulting precipitate was collected by filtration and the recrystallized from DMF, whereby the title compound represented by the following formula was obtained (yield: 49%). ##STR41##

Workup

  1. filtrationThe resulting precipitate was collected by filtration
  2. customthe recrystallized from DMF, whereby the title compound
  3. customwas obtained (yield: 49%)

Sources & evidence

ORD record
ord-5a8d18953c0a4470879ff2880dd08ac6
Source dataset
uspto-grants-2000_10
Patent number
US06136848

Reaction notes

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