Selenium Dioxide → HCID 54475990, compound

HRID 369431Notes

Reaction equation

HRID 369431 reaction equation
[C:1]([C:4]1[CH:5]=[CH:6][C:7]([OH:32])=[C:8]([CH:31]=1)[C:9](=[O:30])[CH:10]=[CH:11][C:12]1[CH:17]=[CH:16][C:15]([CH:18]=[CH:19][C:20]2[CH:29]=[CH:28][C:27]3[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=3)[N:21]=2)=[CH:14][CH:13]=1)([OH:3])=[O:2].[Se](=O)=O>O1CCOCC1>[C:1]([C:4]1[CH:31]=[C:8]2[C:7](=[CH:6][CH:5]=1)[O:32][C:11]([C:12]1[CH:13]=[CH:14][C:15]([CH:18]=[CH:19][C:20]3[CH:29]=[CH:28][C:27]4[C:22](=[CH:23][CH:24]=[CH:25][CH:26]=4)[N:21]=3)=[CH:16][CH:17]=1)=[CH:10][C:9]2=[O:30])([OH:3])=[O:2]

Participants

4

Reactant 2

HCID 24007Selenium DioxideHCID 53822053HCID 53822053, compound

Product 1

HCID 54475990HCID 54475990, compoundYield 28%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

5'-Carboxy-2'-hydroxy-4-[2-(2-quinolinyl)ethenyl]chalcone (1 eq.) and selenium dioxide (2.2 eq.) were refluxed for 8 hours in dioxane. The reaction mixture was allowed to cool down to room temperature. The resulting crystals were collected by filtration. The thus-obtained crude crystals were recrystallized form DMF, whereby the title compound represented by the following formula was obtained (yield: 28%). ##STR46##

Workup

  1. filtrationThe resulting crystals were collected by filtration
  2. customThe thus-obtained crude crystals
  3. customwere recrystallized form DMF, whereby the title compound
  4. customwas obtained (yield: 28%)

Sources & evidence

ORD record
ord-ee982a21bf4547a1a0f891a9feec9854
Source dataset
uspto-grants-2000_10
Patent number
US06136848

Reaction notes

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