Phosphorus pentachloride → 6-Chloro-2-chlorocarbonyl-benzo-[b]-thiophene-3-sulfonic acid chloride

HRID 128288Notes

Reaction equation

HRID 128288 reaction equation
[C:1]([C:4]1[S:8][C:7]2[CH:9]=[C:10]([Cl:13])[CH:11]=[CH:12][C:6]=2[C:5]=1[S:14]([O-:17])(=O)=[O:15])(O)=[O:2].[Na+].P(Cl)(Cl)(Cl)(Cl)Cl.[Cl-:25].[Cl-:26].[Cl-].[P+3]=O>>[Cl:13][C:10]1[CH:11]=[CH:12][C:6]2[C:5]([S:14]([Cl:25])(=[O:17])=[O:15])=[C:4]([C:1]([Cl:26])=[O:2])[S:8][C:7]=2[CH:9]=1

Participants

4

Reactant 3

HCID 24819Phosphorus pentachlorideHCID 23714406HCID 23714406, compoundHCID 178527001HCID 178527001, compound

Product 1

HCID 537211206-Chloro-2-chlorocarbonyl-benzo-[b]-thiophene-3-sulfonic acid chlorideYield 72%

Procedure

Prepared analogous to Example 1(b) from monosodium 2-carboxy-6-chloro-benzo-[b]-thiophene-3-sulfonate and phosphorus (V)-chloride in the presence of phosphorus oxide trichloride with a yield of 72% of theory. The product, which crystallized upon cooling, was used in the next step without further purification.

Workup

  1. customThe product, which crystallized
  2. temperatureupon cooling
  3. customwas used in the next step without further purification

Sources & evidence

ORD record
ord-00ec193ecd05477c8e2d642666d89739
Source dataset
uspto-grants-1981_03
Patent number
US04259336

Reaction notes

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