HCID 21914755, compound → HCID 21914786, compound

HRID 869397Notes

Reaction equation

HRID 869397 reaction equation
[C:1]([NH:6][C:7]1[S:8][CH:9]=[C:10]([CH2:12][OH:13])[N:11]=1)(=[O:5])[CH:2]([CH3:4])[CH3:3]>C1COCC1.O=[Mn]=O>[CH:12]([C:10]1[N:11]=[C:7]([NH:6][C:1](=[O:5])[CH:2]([CH3:3])[CH3:4])[S:8][CH:9]=1)=[O:13]

Participants

4

Reactant 1

HCID 21914755HCID 21914755, compound

Product 1

HCID 21914786HCID 21914786, compoundYield 50.4%

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 8028TetrahydrofuranSolvent

Procedure

11C (0.5 g, 2.5 mmol) was dissolved in THF (10 mL). To the solution at room temperature was added activated MnO2 (1.74 g, 20 mmol). The reaction mixture was refluxed overnight, then filtered. The filtrate was concentrated and dried to give a crude product 11D (0.25 g, 50% yield).

Workup

  1. temperatureThe reaction mixture was refluxed overnight
  2. filtrationfiltered
  3. concentrationThe filtrate was concentrated
  4. customdried

Sources & evidence

ORD record
ord-9f604a989b0f492380e5dab8441b0aab
Source dataset
uspto-grants-2015_03
Patent number
US08969373B2

Reaction notes

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