Pyridinium chloride → HCID 20197874, compound

HRID 1903476Notes

Reaction equation

HRID 1903476 reaction equation
[Cl:1][C:2]1[C:3]([O:19]C)=[CH:4][C:5]2[CH:9]=[C:8]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=3[F:16])[S:7][C:6]=2[C:17]=1[Cl:18].Cl.N1C=CC=CC=1>O>[Cl:1][C:2]1[C:3]([OH:19])=[CH:4][C:5]2[CH:9]=[C:8]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=3[F:16])[S:7][C:6]=2[C:17]=1[Cl:18]

Participants

4

Reactant 2

HCID 10176127Pyridinium chlorideHCID 13290031HCID 13290031, compound

Product 1

HCID 20197874HCID 20197874, compoundYield 86.2%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 16.0 g of 6,7-dichloro-5-methoxy-2-(2'-fluorophenyl)benzo[b]thiophene and 150 g of pyridine hydrochloride is heated at 200°-250° for 1 hour with stirring under an atmosphere of nitrogen. The mixture is allowed to cool, diluted with water and the precipitate is collected. The precipitate is dissolved in dichloromethane and the solution is washed with water, dried and filtered. Evaporation of the solvent followed by treatment of the mixture with ether-hexane gives 13.2 g of 6,7-dichloro-2-(2'-fluorophenyl)-5-hydroxybenzo[b]thiophene as an amorphous solid.

Workup

  1. temperatureis heated at 200°-250° for 1 hour
  2. temperatureto cool
  3. customthe precipitate is collected
  4. dissolutionThe precipitate is dissolved in dichloromethane
  5. washthe solution is washed with water
  6. customdried
  7. filtrationfiltered
  8. customEvaporation of the solvent

Sources & evidence

ORD record
ord-d52c570ba188474ba3dcbc56ef9dc40d
Source dataset
uspto-grants-1984_03
Patent number
US04436748

Reaction notes

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