Chlorine → 3,7-Dichloro-6-methoxy-1-benzothiophene-2-carbonyl chloride

HRID 2106788Notes

Reaction equation

HRID 2106788 reaction equation
[Cl:1]Cl.[Cl:3][C:4]1[C:5]2[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[CH:12][C:6]=2[S:7][C:8]=1[C:9]([Cl:11])=[O:10]>C(Cl)(Cl)Cl>[Cl:3][C:4]1[C:5]2[CH:15]=[CH:14][C:13]([O:16][CH3:17])=[C:12]([Cl:1])[C:6]=2[S:7][C:8]=1[C:9]([Cl:11])=[O:10]

Participants

4

Reactant 2

HCID 24526ChlorineHCID 125946383-Chloro-6-methoxy-1-benzothiophene-2-carbonyl chloride

Product 1

HCID 146735723,7-Dichloro-6-methoxy-1-benzothiophene-2-carbonyl chlorideYield 63.8%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Chlorine (24 g) is bubbled into a stirred suspension of 3-chloro-6-methoxy-benzo[b]thiophene-2-carbonyl chloride (9.2 g, 35 mmoles) in chloroform (200 mls) over a period of 30 minutes. After an additional 45 minutes of stirring at room temperature the mixture is stripped of volatiles under reduced pressure. The residue is recrystallized from tetrahydrofuran (100 mls) to afford the pure product (6.6 g): mp=174°-175° C.

Workup

  1. customThe residue is recrystallized from tetrahydrofuran (100 mls)

Sources & evidence

ORD record
ord-350407ca98714b2895de3103c918f34c
Source dataset
uspto-grants-1990_06
Patent number
US04931459

Reaction notes

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