Dimethylformamide → 5-Methoxy-2-thiophenecarbonyl chloride

HRID 2372807Notes

Reaction equation

HRID 2372807 reaction equation
[CH3:1][O:2][C:3]1[S:7][C:6]([C:8]([OH:10])=O)=[CH:5][CH:4]=1.CN(C=O)C.S(Cl)([Cl:18])=O>>[CH3:1][O:2][C:3]1[S:7][C:6]([C:8]([Cl:18])=[O:10])=[CH:5][CH:4]=1

Participants

4

Reactant 3

HCID 6228DimethylformamideHCID 24386Thionyl ChlorideHCID 51881195-Methoxythiophene-2-carboxylic acid

Product 1

HCID 147218345-Methoxy-2-thiophenecarbonyl chloride

Procedure

15.0 g (94.8 mmol) 5-methoxy-2-thiophenecarboxylic acid were heated in 100 ml thionyl chloride and 1 ml abs. DMF for 30 minutes under reflux. The excess thionyl chloride was then distilled off under vacuum. The crude product (ca. 18 g brownish oil) was quickly distilled.

Workup

  1. distillationThe excess thionyl chloride was then distilled off under vacuum
  2. distillationThe crude product (ca. 18 g brownish oil) was quickly distilled

Sources & evidence

ORD record
ord-1452a7b06c4c430c81613e4120d22733
Source dataset
uspto-grants-1992_03
Patent number
US05100911

Reaction notes

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