Thiophene → 2-Thiophenesulfonyl chloride

Reaction equation

ClS([C:5]1[CH:9]=[CH:8][S:7][C:6]=1C)(=O)=O.S1C=CC=C1.[Cl:16][S:17](O)(=[O:19])=[O:18].P(Cl)(Cl)(Cl)(Cl)Cl>>[Cl:16][S:17]([C:6]1[S:7][CH:8]=[CH:9][CH:5]=1)(=[O:19])=[O:18]

Participants

Reactant 4

HCID 8030Thiophene

HCID 24638Chlorosulfonic acid

HCID 24819Phosphorus pentachloride

HCID 2326166489379-24-8

Product 1

HCID 855182-Thiophenesulfonyl chlorideYield 70%

Procedure

This compound was produced as described for chlorosulfonyl-methylthiophene in J. org. Chem. 33, 1357 (1968) from thiophene, chlorosulfonic acid and PCl5. The yield was 70%. The substance was a low melting solid.

Workup

customThis compound was produced

Sources & evidence

ORD record: ord-52cfd35979c14c1daa3edc9164db47b2
Source dataset: uspto-grants-1976_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US03972869

Reaction notes

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