N-bromobutanimide → HCID 57437663, compound

HRID 1618469Notes

Reaction equation

HRID 1618469 reaction equation
[CH3:1][C:2]1[N:3]([C:8]2[CH:15]=[CH:14][CH:13]=[CH:12][C:9]=2[C:10]#[N:11])[CH:4]=[C:5]([CH3:7])[N:6]=1.[Br:16]N1C(=O)CCC1=O>C(#N)C>[Br:16][C:4]1[N:3]([C:8]2[CH:15]=[CH:14][CH:13]=[CH:12][C:9]=2[C:10]#[N:11])[C:2]([CH3:1])=[N:6][C:5]=1[CH3:7]

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 57437662HCID 57437662, compound

Product 1

HCID 57437663HCID 57437663, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

Compound 6 (5.18 grams, 26.0 mmol) was dissolved in acetonitrile (150 mL). To this was added N-bromosuccinimide (4.67 grams, 26.0 mmol). This was stirred at reflux for 1 hour before being evaporated in vacuo. The residue was dissolved in dichloromethane and washed with water. The organic layer was evaporated in vacuo to give the title compound as a yellow solid. NMR confirmed structure.

Workup

  1. temperatureat reflux for 1 hour
  2. custombefore being evaporated in vacuo
  3. dissolutionThe residue was dissolved in dichloromethane
  4. washwashed with water
  5. customThe organic layer was evaporated in vacuo

Sources & evidence

ORD record
ord-c658036c37b74137b912d4e5b625d062
Source dataset
uspto-grants-2014_07
Patent number
US08766529B2

Reaction notes

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