N-bromobutanimide → HCID 18691602, compound

HRID 1584285Notes

Reaction equation

HRID 1584285 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-d7d18ffcb4c6464dbb3007bd915c2ce1
Source dataset
uspto-grants-1999_08
Patent number
US05932620

Reaction notes

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