1-(2-Cyanoethyl)-4-nitroimidazole → HCID 18687991, compound

HRID 1872910Notes

Reaction equation

HRID 1872910 reaction equation
[C:1]([CH2:3][CH2:4][N:5]1[CH:9]=[C:8]([N+:10]([O-])=O)[N:7]=[CH:6]1)#[N:2].[H][H]>CO.[Pt]=O>[C:1]([CH2:3][CH2:4][N:5]1[CH:9]=[C:8]([NH2:10])[N:7]=[CH:6]1)#[N:2]

Participants

5

Reactant 2

HCID 110949891-(2-Cyanoethyl)-4-nitroimidazoleHCID 178418361HCID 178418361, compound

Product 1

HCID 18687991HCID 18687991, compoundYield 84.8%

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 887MethanolSolvent

Procedure

1-(2-Cyanoethyl)-4-nitroimidazole (3.32 g, 20 mmol) was dissolved in methanol (100 ml), and platinum oxide (50 mg) was added to the solution. The mixture was stirred for 12 hours in a hydrogen atmosphere. The catalyst was removed by filtration through Celite, and the filtrate was concentrated under reduced pressure. The residue was subjected to column chromatography on silica gel (chloroform:methanol=10:1 to 5:1) to obtain 2.31 g of the title compound (oil).

Workup

  1. customThe catalyst was removed by filtration through Celite
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-90bd9806333140fc9ed802efb5297d80
Source dataset
uspto-grants-2000_08
Patent number
US06110967

Reaction notes

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