Thionyl Chloride → 2-Fluoro-3-(propane-1-sulfonylamino)-benzoyl chloride

HRID 1098366Notes

Reaction equation

HRID 1098366 reaction equation
[F:1][C:2]1[C:10]([NH:11][S:12]([CH2:15][CH2:16][CH3:17])(=[O:14])=[O:13])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4](O)=[O:5].S(Cl)([Cl:20])=O>>[F:1][C:2]1[C:10]([NH:11][S:12]([CH2:15][CH2:16][CH3:17])(=[O:14])=[O:13])=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([Cl:20])=[O:5]

Participants

3

Reactant 2

HCID 24386Thionyl ChlorideHCID 580865772-Fluoro-3-(propylsulfonamido)benzoic acid

Product 1

HCID 580867342-Fluoro-3-(propane-1-sulfonylamino)-benzoyl chloride

Procedure

To 2-fluoro-3-(propane-1-sulfonylamino)-benzoic acid (50, 1.17 g, 4.5 mmol) was added thionyl chloride (10.0 mL). The reaction was heated to reflux for 3 hours. The reaction was concentrated to give crude compound 51 that was used in the next step.

Workup

  1. temperatureThe reaction was heated
  2. temperatureto reflux for 3 hours
  3. concentrationThe reaction was concentrated

Sources & evidence

ORD record
ord-31a5471cbd154f6f9c7503a081794e80
Source dataset
uspto-grants-2012_03
Patent number
US08143271B2

Reaction notes

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