Nitrogen → 1-[5-(4-Nitro-[1,2,3]triazol-2-ylmethyl)-furan-2-yl]-ethanone

HRID 42742

Reaction equation

HRID 42742 reaction equation
N#N.[N+:3]([C:6]1[CH:10]=[N:9][N:8]([CH2:11][C:12]2[O:16][C:15]([CH:17]([OH:19])[CH3:18])=[CH:14][CH:13]=2)[N:7]=1)([O-:5])=[O:4]>C(C#N)(C)=O.O=[Mn]=O>[N+:3]([C:6]1[CH:10]=[N:9][N:8]([CH2:11][C:12]2[O:16][C:15]([C:17](=[O:19])[CH3:18])=[CH:14][CH:13]=2)[N:7]=1)([O-:5])=[O:4]

Participants

5

Reactant 2

HCID 947NitrogenHCID 673639811-[5-(4-Nitro-[1,2,3]triazol-2-ylmethyl)-furan-2-yl]-ethanol

Product 1

HCID 671278461-[5-(4-Nitro-[1,2,3]triazol-2-ylmethyl)-furan-2-yl]-ethanone

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-[5-(4-nitro-[1,2,3]triazol-2-ylmethyl)-furan-2-yl]-ethanol (98 mg, 0.41 mmol) in AcCN (4.0 mL) was treated at rt with MnO2 (238 mg, 2.47 mmol) and the reaction mixture was stirred for 2 days at rt before being filtered though Celite. The solvent was removed under reduced pressure to give the title compound as a white solid. LC-MS-conditions 02: tR=0.86 min.

Workup

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

Sources & evidence

ORD record
ord-5892a6ecaddc48938b07a9520da40eb6
Source dataset
uspto-grants-2013_09
Patent number
US08536209B2

Linked notes

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