Cyclopropylamine → N-cyclopropyl-2-nitroaniline

HRID 878473Notes

Reaction equation

HRID 878473 reaction equation
F[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N+:8]([O-:10])=[O:9].[CH:11]1([NH2:14])[CH2:13][CH2:12]1>C(O)C>[CH:11]1([NH:14][C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=2[N+:8]([O-:10])=[O:9])[CH2:13][CH2:12]1

Participants

4

Reactant 2

HCID 69828CyclopropylamineHCID 738951-Fluoro-2-nitrobenzene

Product 1

HCID 10487549N-cyclopropyl-2-nitroanilineYield 32.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

To a Solution of 1-Fluoro-2-Nitrobenzene (0.50 g, 3.5 Mmol) in Ethanol was Added cyclopropyl amine (0.60 g, 10.5 mmol). The solution was heated to 80° C. overnight and concentrated. The residue was purified by biotage column chromatography to give N-cyclopropyl-2-nitroaniline (0.60 g)

Workup

  1. concentrationconcentrated
  2. customThe residue was purified by biotage column chromatography

Sources & evidence

ORD record
ord-faa560f81503410f8fcd6720e18c5701
Source dataset
uspto-grants-2015_03
Patent number
US08987468B2

Reaction notes

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