Ethanolamine → HCID 58063922, compound

HRID 1950759Notes

Reaction equation

HRID 1950759 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[C:4](F)[CH:3]=1.[NH2:12][CH2:13][CH2:14][OH:15]>C(O)CCC>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[C:4]([NH:12][CH2:13][CH2:14][OH:15])[CH:3]=1

Participants

4

Reactant 2

HCID 700EthanolamineHCID 27833624-Bromo-2-fluoro-1-nitrobenzene

Product 1

HCID 58063922HCID 58063922, compoundYield 101%

Reagents, catalysts & solvents 1

HCID 2631-ButanolSolvent

Procedure

A mixture of 4-bromo-2-fluoro-1-nitrobenzene (I-19, Aldrich, Wis.; 25 g, 0.11 mol) and 2-aminoethanol (13.9 g, 0.23 mol, 2.0 eq.) in n-butanol (300 mL) was refluxed for 1 hour. The reaction mixture was concentrated and the residue was dispersed in petrol ether (600 mL) and stirred overnight. The solids were removed by filtration to give I-20 as a yellow powder (29 g, 98%). MS (ESI): m/z 262 (M+H+).

Workup

  1. temperaturewas refluxed for 1 hour
  2. concentrationThe reaction mixture was concentrated
  3. additionthe residue was dispersed in petrol ether (600 mL)
  4. customThe solids were removed by filtration

Sources & evidence

ORD record
ord-c35757900af74fe1930ed8c60551716c
Source dataset
uspto-grants-2013_03
Patent number
US08404670B2

Reaction notes

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