N-bromobutanimide → HCID 57437663, compound
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
Product 1
Reagents, catalysts & solvents 1
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
- temperatureat reflux for 1 hour
- custombefore being evaporated in vacuo
- dissolutionThe residue was dissolved in dichloromethane
- washwashed with water
- customThe organic layer was evaporated in vacuo
Sources & evidence
- ORD record
- ord-d38ba7934e7549a1a10cdc2b38576880
- Source dataset
- uspto-grants-2012_03
- Patent number
- US08142909B2
Reaction notes
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