2-Methoxyethylamine → N-(2-Methoxyethyl)-2-nitroaniline

HRID 2273595Notes

Reaction equation

HRID 2273595 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][NH2:5].F[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[N+:13]([O-:15])=[O:14]>C(O)C>[CH3:1][O:2][CH2:3][CH2:4][NH:5][C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][C:8]=1[N+:13]([O-:15])=[O:14]

Participants

4

Reactant 2

HCID 80182-MethoxyethylamineHCID 738951-Fluoro-2-nitrobenzene

Product 1

HCID 10375425N-(2-Methoxyethyl)-2-nitroaniline

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2-methoxyethaneamine (3 mL) is added to a solution of 1-fluoro-2-nitrobenzene (400 mg, 2.84 mmol) in ethanol. The reaction may be stirred at room temperature for an appropriate time period (such as overnight) and concentrated. The residue may be purified by any appropriate method including Biotage column chromatography to give N-(2-methoxyethyl)-2-nitroaniline (477 mg).

Workup

  1. customThe reaction
  2. concentrationconcentrated
  3. customThe residue may be purified by any appropriate method

Sources & evidence

ORD record
ord-ea8506d4311a492ba5cc7a4ca47f8f31
Source dataset
uspto-grants-2015_09
Patent number
US09125901B2

Reaction notes

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