N-bromobutanimide → HCID 178526256, compound

HRID 542547Notes

Reaction equation

HRID 542547 reaction equation
[OH:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[N+:5]([O-:12])=[C:4]([CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][OH:24])[CH:3]=1.[Br:25]N1C(=O)CCC1=O>CO.C(Cl)(Cl)Cl>[Br:25][C:3]1[C:4]([CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][OH:24])=[N+:5]([O-:12])[C:6]2[C:11]([C:2]=1[OH:1])=[CH:10][CH:9]=[CH:8][CH:7]=2

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 178526257HCID 178526257, compound

Product 1

HCID 178526256HCID 178526256, compoundYield 70.5%

Reagents, catalysts & solvents 1

HCID 21584188Chloroform methanolSolvent

Procedure

In this example, 1 m mole of 4-hydroxy-2-(11-hydroxyundecyl) quinoline-N-oxide is dissolved in a liquid mixture of methanol-chloroform (5:1), and 1 m mole of N-bromosuccinimide is added thereto. The mixture is stirred at room temperature for one hour. After the reaction, the solvent is removed therefrom by distillation, and the residue is recrystallized from ethanol, whereby the captioned compound is obtained (yield: 70.5%).

Workup

  1. additionis added
  2. customAfter the reaction
  3. customthe solvent is removed
  4. distillationby distillation
  5. customthe residue is recrystallized from ethanol, whereby the captioned compound
  6. customis obtained (yield: 70.5%)

Sources & evidence

ORD record
ord-e6088231a10a412aa824d59d8e7146e0
Source dataset
uspto-grants-1987_04
Patent number
US04657916

Reaction notes

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