Thionyl Chloride → 2,6-Difluoro-3-(propane-1-sulfonylamino)-benzoyl chloride
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]=[C:7]([F:18])[C:3]=1[C:4](O)=[O:5].S(Cl)([Cl:21])=O>C1(C)C=CC=CC=1>[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]=[C:7]([F:18])[C:3]=1[C:4]([Cl:21])=[O:5]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
To 2,6-difluoro-3-(propane-1-sulfonylamino)-benzoic acid (45, 1.50 g, 5.4 mmol) was added toluene (7.0 mL) and thionyl chloride (15.0 mL, 0.21 mmol). The reaction was heated to reflux for 3 hours. The reaction was concentrated to give crude compound that was used in the next step.
Workup
- temperatureThe reaction was heated
- temperatureto reflux for 3 hours
- concentrationThe reaction was concentrated
- customto give crude compound that
Sources & evidence
- ORD record
- ord-fc397d9c3b694e7182a7e4d6d8956ced
- Source dataset
- uspto-grants-2012_03
- Patent number
- US08143271B2
Reaction notes
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