3-Methoxypropylamine → (5-Bromo-2-nitrophenyl)(3-methoxypropyl)amine

HRID 252345Notes

Reaction equation

HRID 252345 reaction equation
Br[C:2]1[CH:7]=[C:6]([Br:8])[CH:5]=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].[CH3:12][O:13][CH2:14][CH2:15][CH2:16][NH2:17]>>[Br:8][C:6]1[CH:5]=[CH:4][C:3]([N+:9]([O-:11])=[O:10])=[C:2]([NH:17][CH2:16][CH2:15][CH2:14][O:13][CH3:12])[CH:7]=1

Participants

3

Reactant 2

HCID 16723-MethoxypropylamineHCID 123156462,4-Dibromo-1-nitrobenzene

Product 1

HCID 65341496(5-Bromo-2-nitrophenyl)(3-methoxypropyl)amine

Procedure

A solution of 26.49 g of 2,4-dibromo-1-nitrobenzene [51686-78-3] and 70 ml of 3-methoxypropylamine is stirred at room temperature for 4 hours and subsequently left to stand at 3° C. for 2 days. The reaction mixture is concentrated by evaporation. The title compound is obtained as a yellow oil from the residue by means of flash chromatography (SiO2 60F). Rf=(1:3 EtOAc-heptane). Rt=4.99 (gradient I).

Workup

  1. waitsubsequently left
  2. concentrationThe reaction mixture is concentrated by evaporation

Sources & evidence

ORD record
ord-e5172a074bb246dab7dc5a138604afc9
Source dataset
uspto-grants-2011_01
Patent number
US07868036B2

Reaction notes

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