Nitrogen → 1-(2-Bromo-1,3-thiazol-5-yl)ethan-1-one

HRID 42836

Reaction equation

HRID 42836 reaction equation
N#N.[Br:3][C:4]1[S:5][C:6]([CH:9]([OH:11])[CH3:10])=[CH:7][N:8]=1>C(C#N)(C)=O.O=[Mn]=O>[Br:3][C:4]1[S:5][C:6]([C:9](=[O:11])[CH3:10])=[CH:7][N:8]=1

Participants

5

Reactant 2

HCID 947NitrogenHCID 591351941-(2-Bromothiazol-5-yl)ethanol

Product 1

HCID 575628131-(2-Bromo-1,3-thiazol-5-yl)ethan-1-one

Reagents, catalysts & solvents 2

HCID 14801Manganese dioxideCatalystHCID 694302-OxopropiononitrileSolvent

Procedure

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of 1-(2-bromo-thiazol-5-yl)-ethanol (1.95 g, 9.37 mmol) in AcCN (90.0 mL) was treated at rt with MnO2 (4.53 g, 46.86 mmol) and the reaction mixture was stirred for 16 h at rt before being filtered through Celite. The solvent was removed under reduced pressure to give the title compound as a yellow solid. LC-MS-conditions 02: tR=0.80 min.

Workup

  1. filtrationbefore being filtered through Celite
  2. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-094e635c55654d0c904bdd36fffc728b
Source dataset
uspto-grants-2013_09
Patent number
US08536209B2

Linked notes

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