N-bromobutanimide → HCID 18691602, compound

HRID 1871502Notes

Reaction equation

HRID 1871502 reaction equation
[F:1][C:2]1[C:10]2[CH:9]=[CH:8][S:7][C:6]=2[CH:5]=[C:4]([F:11])[C:3]=1[CH3:12].[Br:13]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl>[Br:13][CH2:12][C:3]1[C:4]([F:11])=[CH:5][C:6]2[S:7][CH:8]=[CH:9][C:10]=2[C:2]=1[F:1]

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 186915814,6-Difluoro-5-methylbenzo[b]thiophene

Product 1

HCID 18691602HCID 18691602, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

To a solution of 0.48 g of 4,6-difluoro-5-methylbenzo[b]thiophene in 5 ml of carbon tetrachloride are added 0.92 g of N-bromosuccinimide and 0.01 g of 2,2'-azobisisobutylonitrile, and the resulting mixture is refluxed for 16 hours. After cooling, insolubles are removed from the thus cooled mixture by filtration, and the filtrate obtained is concentrated under reduced pressure. The residue obtained is purified by a column chromatography [eluent: hexane], to obtain 0.18 g of colorless, solid 5-bromomethyl-4,6-difluorobenzo[b]thiophene.

Workup

  1. temperaturethe resulting mixture is refluxed for 16 hours
  2. temperatureAfter cooling
  3. custominsolubles are removed from the thus cooled mixture by filtration
  4. customthe filtrate obtained
  5. concentrationis concentrated under reduced pressure
  6. customThe residue obtained
  7. customis purified by a column chromatography [eluent: hexane]

Sources & evidence

ORD record
ord-86bc4144326d4c83932cdaf8fe372b1a
Source dataset
uspto-grants-2000_08
Patent number
US06103754

Reaction notes

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