HCID 58504050, compound → 1-(2-pyridin-2-yl-1,3-thiazol-5-yl)ethanone

HRID 2407797Notes

Reaction equation

HRID 2407797 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[S:8][C:9]([CH:12]([OH:14])[CH3:13])=[CH:10][N:11]=1>ClCCl.[O-2].[Mn+4].[O-2]>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[C:7]1[S:8][C:9]([C:12](=[O:14])[CH3:13])=[CH:10][N:11]=1

Participants

4

Reactant 1

HCID 58504050HCID 58504050, compound

Product 1

HCID 27682031-(2-pyridin-2-yl-1,3-thiazol-5-yl)ethanoneYield 94.9%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

The compound prepared in Example 357 (2.5 g) was dissolved in 80 mL of dichloromethane and manganese (IV) oxide (21 g) was added stirred overnight at room temperature. The reaction mixture was filtered through a plug of Celite (trade mark), washed with dichloromethane, and concentrated under reduced pressure to afford the title compound (2.35 g) having the following physical data. 1H NMR (CDCl3): δ 8.64 (d, J=4.5 Hz, 1H), 8.39 (s, 1H), 8.22 (d, J=7.9 Hz, 1H), 7.83 (m, 1H), 7.39 (m, 1H), 2.62 (s, 3H).

Workup

  1. filtrationThe reaction mixture was filtered through a plug of Celite (trade mark)
  2. washwashed with dichloromethane
  3. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-e57a1c6a15e548039db900719452fcdb
Source dataset
uspto-grants-2014_08
Patent number
US08809538B2

Reaction notes

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