Pyridinium chloride → HCID 13289994, compound

HRID 652613Notes

Reaction equation

HRID 652613 reaction equation
[Cl:1][C:2]1[C:3]([O:18]C)=[CH:4][C:5]2[C:9]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)=[CH:8][S:7][C:6]=2[C:16]=1[Cl:17].Cl.N1C=CC=CC=1>>[Cl:1][C:2]1[C:3]([OH:18])=[CH:4][C:5]2[C:9]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)=[CH:8][S:7][C:6]=2[C:16]=1[Cl:17]

Participants

3

Reactant 2

HCID 10176127Pyridinium chlorideHCID 13289993HCID 13289993, compound

Product 1

HCID 13289994HCID 13289994, compoundYield 84.7%

Procedure

A mixture of 1.6 mmoles of 6,7-dichloro-5-methoxy-3-phenylbenzo[b]thiophene and 5 g of pyridine hydrochloride is heated at 195° for 30 min. with stirring. The mixture is cooled and triturated with 50 ml of water. The solid material is collected on a filter, air dried and recrystallized from acetone-hexane to give 0.4 g of 6,7-dichloro-5-hydroxy-3-phenylbenzo[b]thiophene as white prisms, mp 157°-159°.

Workup

  1. temperatureis heated at 195° for 30 min.
  2. temperatureThe mixture is cooled
  3. customtriturated with 50 ml of water
  4. customThe solid material is collected on a filter, air
  5. customdried
  6. customrecrystallized from acetone-hexane

Sources & evidence

ORD record
ord-e3c51111a37944c5aa19c4e37cfe4153
Source dataset
uspto-grants-1987_06
Patent number
US04672138

Reaction notes

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