Water → HCID 18385439, compound

HRID 1250211Notes

Reaction equation

HRID 1250211 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH:12]=[C:11]([C:13]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[N:15]([CH3:22])[CH:14]=2)[N:10]([C:23]2[C:31]3[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=3)[N:25](C(OCC(Cl)(Cl)Cl)=O)[CH:24]=2)[C:9]1=[O:40])=[O:7])([CH3:4])([CH3:3])[CH3:2].C(OCC)(=O)C.O>CN(C=O)C.C(O)(=O)C.[Cl-].[Cd+2].[Cl-]>[C:1]([O:5][C:6]([N:8]1[CH:12]=[C:11]([C:13]2[C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[N:15]([CH3:22])[CH:14]=2)[N:10]([C:23]2[C:31]3[C:26](=[CH:27][CH:28]=[CH:29][CH:30]=3)[NH:25][CH:24]=2)[C:9]1=[O:40])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

7

Reactant 3

HCID 962WaterHCID 8857Ethyl AcetateHCID 18385398HCID 18385398, compound

Product 1

HCID 18385439HCID 18385439, compoundYield 81%

Reagents, catalysts & solvents 3

HCID 24633Cadmium chloride, dihydrateCatalystHCID 176Acetic AcidSolventHCID 6228DimethylformamideSolvent

Procedure

The product of step d) (0.21 g, 0.34 mmol), zink powder (0.23 g, 3.44 mmol) and cadmium(II)chloride (0.020 g, 0.086 mmol) was suspended in DMF (4 ml) and acetic acid (4 ml). The suspesion was stirred for 1 hour at room temperature, ethyl acetate (10 ml) and water (20 ml) were added and the phases separated. The organic phase was washed with water (3×5 ml), dried over Na2SO4, solvent removal followed by chromatographic purification on silica, eluting with ethyl acetate, gave the sub-title product (0.12 g, 81%) as a colourless solid.

Workup

  1. customthe phases separated
  2. washThe organic phase was washed with water (3×5 ml)
  3. dry with materialdried over Na2SO4, solvent removal
  4. customfollowed by chromatographic purification on silica
  5. washeluting with ethyl acetate

Sources & evidence

ORD record
ord-e09a1f9b6edd4ff59d3dce1b50a90d39
Source dataset
uspto-grants-2002_01
Patent number
US06337342B1

Reaction notes

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