Thionyl Chloride → 2-Thiophenecarbonyl chloride, 3-(difluoromethoxy)-

HRID 429805Notes

Reaction equation

HRID 429805 reaction equation
[F:1][CH:2]([F:12])[O:3][C:4]1[CH:8]=[CH:7][S:6][C:5]=1[C:9](O)=[O:10].S(Cl)([Cl:15])=O>C1(C)C=CC=CC=1>[F:1][CH:2]([F:12])[O:3][C:4]1[CH:8]=[CH:7][S:6][C:5]=1[C:9]([Cl:15])=[O:10]

Participants

4

Conditions

Temperature
90 °C

Procedure

At 80° C., a mixture of 4.2 g (0.022 mol) of 3-difluoromethoxy-thiophene-2-carboxylic acid in 45 ml of toluene is admixed with 3.1 g (0.026 mol) of thionyl chloride. After the addition has ended, the reaction mixture is heated to 90° C. and stirred at this temperature for another 2 hours. The reaction mixture is subsequently concentrated under reduced pressure at 60° C. This gives 4.6 (98.3% of theory) of 3-difluoromethoxy-thiophene-2-carbonyl chloride in the form of an oil.

Workup

  1. additionAfter the addition
  2. concentrationThe reaction mixture is subsequently concentrated under reduced pressure at 60° C

Sources & evidence

ORD record
ord-a789cf7cac9e40c784f84c4002c42c0f
Source dataset
uspto-grants-2001_11
Patent number
US06319940B1

Reaction notes

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