Thionyl Chloride → 5-Chlorothiophene-2-carbonyl Chloride

HRID 416490Notes

Reaction equation

HRID 416490 reaction equation
[Cl:1][C:2]1[S:6][C:5]([C:7]([OH:9])=O)=[CH:4][CH:3]=1.S(Cl)([Cl:12])=O>>[Cl:1][C:2]1[S:6][C:5]([C:7]([Cl:12])=[O:9])=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 950485-Chloro-2-thiophenecarboxylic acid

Product 1

HCID 5892235-Chlorothiophene-2-carbonyl Chloride

Procedure

8.2 g (50.4 mmol) 5-chloro-thiophene-2-carboxylic acid were suspended in 26 ml (7 equiv.) thionyl chloride and the resulting mixture was refluxed for 1 h. The reaction mixture was concentrated under reduced pressure and the resulting residue was co-distilled three times with 150 ml toluene to give crude 9.64 g 5-chloro-thiophene-2-carbonyl chloride.

Workup

  1. temperaturethe resulting mixture was refluxed for 1 h
  2. concentrationThe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-79787438f77e45408703387fbe2af7cd
Source dataset
uspto-grants-2012_01
Patent number
US08088925B2

Reaction notes

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