Isopropylamine → N-Isopropyl 4-bromo-2-nitroaniline

HRID 2273598Notes

Reaction equation

HRID 2273598 reaction equation
[CH:1]([NH2:4])([CH3:3])[CH3:2].[Br:5][C:6]1[CH:11]=[CH:10][C:9](F)=[C:8]([N+:13]([O-:15])=[O:14])[CH:7]=1>C(O)C>[Br:5][C:6]1[CH:11]=[CH:10][C:9]([NH:4][CH:1]([CH3:3])[CH3:2])=[C:8]([N+:13]([O-:15])=[O:14])[CH:7]=1

Participants

4

Reactant 2

HCID 6363IsopropylamineHCID 27363284-Bromo-1-fluoro-2-nitrobenzene

Product 1

HCID 2759489N-Isopropyl 4-bromo-2-nitroaniline

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Isopropylamine (3 mL) is added to a solution of 4-bromo-1-fluoro-2-nitrobenzene (700 mg, 3.18 mmol) in ethanol. The reaction may be stirred for an appropriate time at an appropriate temperature, such as room temperature for overnight and concentrated. The residue may be purified by any appropriate method such as Biotage column chromatography to give 4-bromo-N-isopropyl-2-nitroaniline (770 mg).

Workup

  1. customThe reaction
  2. concentrationconcentrated
  3. customThe residue may be purified by any appropriate method such as Biotage column chromatography

Sources & evidence

ORD record
ord-980a8c9d3e1a4af9b12c51bc77ed8f9e
Source dataset
uspto-grants-2015_09
Patent number
US09125901B2

Reaction notes

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