Phosphorus oxychloride → 7-Chloro-3-methylbenzo[b]thiophene-2-sulfonyl chloride

HRID 589660Notes

Reaction equation

HRID 589660 reaction equation
[Cl:1][C:2]1[C:10]2[S:9][C:8]([S:11]([O-])(=[O:13])=[O:12])=[C:7]([CH3:15])[C:6]=2[CH:5]=[CH:4][CH:3]=1.[K+].O=P(Cl)(Cl)[Cl:19]>>[Cl:1][C:2]1[C:10]2[S:9][C:8]([S:11]([Cl:19])(=[O:13])=[O:12])=[C:7]([CH3:15])[C:6]=2[CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 86689183HCID 86689183, compound

Product 1

HCID 587131497-Chloro-3-methylbenzo[b]thiophene-2-sulfonyl chlorideYield 61%

Conditions

Temperature
60 °C

Procedure

A mixture of potassium 7-chloro-3-methylbenzothiophene-2-sulfonate (100 mg, 0.34 mmol) in POCl3 (5 mL) was heated at 60° C. over night. The POCl3 was evaporated and the crude product was purified on a small amount of silica using CH2Cl2 as eluent to give 58 mg of the title compound (61%).

Workup

  1. customThe POCl3 was evaporated
  2. customthe crude product was purified on a small amount of silica

Sources & evidence

ORD record
ord-f2fe468142fb4c7b92ba67d9be2e2c4e
Source dataset
uspto-grants-2016_01
Patent number
US09233946B2

Reaction notes

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