HCID 68687303, compound → HCID 21941478, compound

HRID 2216607Notes

Reaction equation

HRID 2216607 reaction equation
[N:1]1[N:9]2[C:4]([CH2:5][CH2:6][S:7][CH2:8]2)=[CH:3][C:2]=1[CH2:10][OH:11]>C(Cl)(Cl)Cl.O=[Mn]=O>[N:1]1[N:9]2[C:4]([CH2:5][CH2:6][S:7][CH2:8]2)=[CH:3][C:2]=1[CH:10]=[O:11]

Participants

4

Reactant 1

HCID 68687303HCID 68687303, compound

Product 1

HCID 21941478HCID 21941478, compound

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 6212ChloroformSolvent

Procedure

To a 17.2 gram of the crude (4,5-dihydro-6-thia-1,7a-diazainden-2-yl) methanol in 520 mL of CHCl3 was added activated MnO2 (88.0 g) under a nitrogen atmosphere at room temperature, and then refluxed for 2 h. The mixture was filtered through a pad of Celite and the filtrate was concentrated under reduced pressure. The residue was applied to silicagel column chromatography, and then the column was eluted with hexane-AcOEt (2:1). The titled compound was obtained as yellow crystals (13.0 g, 74.5%)

Workup

  1. temperaturerefluxed for 2 h
  2. filtrationThe mixture was filtered through a pad of Celite
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. washthe column was eluted with hexane-AcOEt (2:1)

Sources & evidence

ORD record
ord-d3223ed207594b50b45aaea1527fe37d
Source dataset
uspto-grants-2006_09
Patent number
US07112582B2

Reaction notes

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