HCID 58504238, compound → HCID 58504044, compound

HRID 2407718Notes

Reaction equation

HRID 2407718 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[S:11][C:10]([CH2:12][OH:13])=[N:9][N:8]=1>C(OCC)(=O)C>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[S:11][C:10]([CH:12]=[O:13])=[N:9][N:8]=1

Participants

3

Reactant 1

HCID 58504238HCID 58504238, compound

Product 1

HCID 58504044HCID 58504044, compoundYield 73%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
85 °C

Procedure

The compound prepared in Example 148 (0.18 g) and IBX (o-iodoxybenzoic acid; 0.40 g) were stirred in ethyl acetate (8 mL) and heated at 85° C. for 14 hours. The reaction was cooled, filtered and washed with ethyl acetate. The solution was washed twice with sodium hydrogen carbonate aqueous solution and then brine, dried over magnesium sulfate, filtered and concentrated to provide the title compound (0.13 g) having the following physical data.

Workup

  1. temperatureThe reaction was cooled
  2. filtrationfiltered
  3. washwashed with ethyl acetate
  4. washThe solution was washed twice with sodium hydrogen carbonate aqueous solution
  5. dry with materialbrine, dried over magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-e43166e14a884fe79bb66cd818e7ca3a
Source dataset
uspto-grants-2014_08
Patent number
US08809538B2

Reaction notes

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