Isopropylamine → N-Isopropyl-2-nitroaniline

HRID 2273590Notes

Reaction equation

HRID 2273590 reaction equation
[CH:1]([NH2:4])([CH3:3])[CH3:2].F[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[N+:12]([O-:14])=[O:13]>C(O)C>[CH:1]([NH:4][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[N+:12]([O-:14])=[O:13])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 6363IsopropylamineHCID 738951-Fluoro-2-nitrobenzene

Product 1

HCID 10583518N-Isopropyl-2-nitroaniline

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Isopropyl amine (3 mL) is added to a solution of 1-fluoro-2-nitrobenzene (500 mg, 3.55 mmol) in ethanol. The reaction may be stirred at room temperature overnight and concentrated. The residue may be purified, for example by Biotage column chromatography to give N-isopropyl-2-nitroaniline (590 mg).

Workup

  1. customThe reaction
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-ee718706356949dd9e905b459a362fa6
Source dataset
uspto-grants-2015_09
Patent number
US09125901B2

Reaction notes

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