Water → HCID 67040477, compound

HRID 605311Notes

Reaction equation

HRID 605311 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[S:7][C:8](Cl)=[C:9]([N+:11]([O-:13])=[O:12])[CH:10]=1)=[O:5])[CH3:2].[SH:15][C:16]1[CH:21]=[CH:20][C:19]([OH:22])=[CH:18][CH:17]=1.C(=O)([O-])[O-].[Cs+].[Cs+].O>CN(C)C=O>[CH2:1]([O:3][C:4]([C:6]1[S:7][C:8]([S:15][C:16]2[CH:21]=[CH:20][C:19]([OH:22])=[CH:18][CH:17]=2)=[C:9]([N+:11]([O-:13])=[O:12])[CH:10]=1)=[O:5])[CH3:2]

Participants

6

Reactant 4

HCID 962WaterHCID 10796Cesium carbonateHCID 2401474-MercaptophenolHCID 56763846HCID 56763846, compound

Product 1

HCID 67040477HCID 67040477, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The product from Example 351A (1 equiv) and 4-mercaptophenol (1 equiv) were dissolved in dimethylformamide and cesium carbonate (5 equiv) added. The resultant mixture was stirred at 80° C. for 2.5 hours, cooled to room temperature and water added. The solution was extracted with ethyl acetate, the organic extracts dried and concentrated under vacuum to provide the title product.

Workup

  1. extractionThe solution was extracted with ethyl acetate
  2. customthe organic extracts dried
  3. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-149745779bac4c5f9a7501b9b1308c5e
Source dataset
uspto-grants-2011_03
Patent number
US07910595B2

Reaction notes

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