N-bromobutanimide → HCID 10957539, compound

HRID 992766Notes

Reaction equation

HRID 992766 reaction equation
[Br:1]N1C(=O)CCC1=O.[CH3:9][O:10]/[N:11]=[C:12](\[C:17]1[C:22]([CH3:23])=[CH:21][CH:20]=[CH:19][C:18]=1[CH3:24])/[C:13]([O:15][CH3:16])=[O:14]>C(Cl)(Cl)(Cl)Cl>[CH3:9][O:10]/[N:11]=[C:12](\[C:17]1[C:22]([CH3:23])=[CH:21][CH:20]=[CH:19][C:18]=1[CH2:24][Br:1])/[C:13]([O:15][CH3:16])=[O:14]

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 22889445HCID 22889445, compound

Product 1

HCID 10957539HCID 10957539, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

A mixture of N-bromosuccinimide (11 g, 0.596 mol), 2,2-azobisisobutyronitrile (89 mg, 0.540 mol) and methyl E-2,6-dimethylphenylglyoxylate O-methyl oxime (12 g, 0.542 mol) in CCl4 (200 mL) was refluxed for 4 hours under 300 W lamp. The cooled reaction mixture was filtered, concentrated in vacuo to give the product (17.2 g, 100%) which was used in the next reaction without further purification:

Workup

  1. temperaturewas refluxed for 4 hours under 300 W lamp
  2. customThe cooled reaction mixture
  3. filtrationwas filtered
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-f603157629d3408e92ce17276553458c
Source dataset
uspto-grants-2002_10
Patent number
US06469209B1

Reaction notes

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