N-bromobutanimide → HCID 58938574, compound

HRID 598180Notes

Reaction equation

HRID 598180 reaction equation
[CH2:1]([N:8]1[C:17]2[C:12](=[C:13]([C:18]3[C:23]([CH3:24])=[CH:22][C:21]([CH3:25])=[CH:20][C:19]=3[CH3:26])[CH:14]=[CH:15][CH:16]=2)[C:11](=[O:27])[CH:10]=[CH:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[Br:28]N1C(=O)CCC1=O>CN(C)C=O>[CH2:1]([N:8]1[C:17]2[C:12](=[C:13]([C:18]3[C:19]([CH3:26])=[CH:20][C:21]([CH3:25])=[CH:22][C:23]=3[CH3:24])[CH:14]=[CH:15][CH:16]=2)[C:11](=[O:27])[C:10]([Br:28])=[CH:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 58938600HCID 58938600, compound

Product 1

HCID 58938574HCID 58938574, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
0 °C

Procedure

1-Benzyl-5-mesitylquinolin-4(1H)-one (0.52 g, 1.5 mmol) was dissolved in N,N-dimethylformamide (10 mL) and cooled to 0° C. N-bromosuccinimide (0.27 g, 1.5 mmol) was added and the reaction stirred for 1 hr. The reaction was quenched with water (100 mL) and the precipitate was collected by vacuum filtration. 0.57 g (90%) of the title compound was obtained as a yellow solid.

Workup

  1. customThe reaction was quenched with water (100 mL)
  2. filtrationthe precipitate was collected by vacuum filtration

Sources & evidence

ORD record
ord-b66ae0bd0e994bcba1a5f6ebf975e3aa
Source dataset
uspto-grants-2011_03
Patent number
US07897607B2

Reaction notes

Loading…