Pyridinium chloride → HCID 13290026, compound

HRID 652637Notes

Reaction equation

HRID 652637 reaction equation
[Cl:1][C:2]1[C:3]([O:18]C)=[CH:4][C:5]2[CH:9]=[C:8]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)[S:7][C:6]=2[C:16]=1[Cl:17].Cl.N1C=CC=CC=1>Cl>[Cl:1][C:2]1[C:3]([OH:18])=[CH:4][C:5]2[CH:9]=[C:8]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)[S:7][C:6]=2[C:16]=1[Cl:17]

Participants

4

Reactant 2

HCID 10176127Pyridinium chlorideHCID 13290012HCID 13290012, compound

Product 1

HCID 13290026HCID 13290026, compoundYield 91.3%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A mixture of 6.0 g of 6,7-dichloro-5-methoxy-2-phenylbenzo[b]thiophene and 42 g of pyridine hydrochloride is stirred at 190°-195° for 4 hours. The slightly cooled reaction mixture is poured into a mixture of 800 g of ice and 10 ml of conc. hydrochloric acid. Extraction with ether, followed by washing and drying, yields 5.23 g of 6,7-dichloro-5-hydroxy-2-phenylbenzo[b]thiophene as an off-white solid, mp 122°-124°. Recrystallization from ether-hexane yields prisms, mp 124°-126°.

Workup

  1. customThe slightly cooled reaction mixture
  2. extractionExtraction with ether
  3. washby washing
  4. customdrying

Sources & evidence

ORD record
ord-4b24ab3ab5924bb1b99bbd294b6daccb
Source dataset
uspto-grants-1987_06
Patent number
US04672138

Reaction notes

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