Phosphorus pentachloride → (4-Cyanophenyl)methanesulfonyl chloride
Reaction equation
[Na].[C:2]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][S:11]([OH:14])(=O)=[O:12])=[CH:6][CH:5]=1)#[N:3].P(Cl)(Cl)(Cl)(Cl)[Cl:16]>C(#N)C>[C:2]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][S:11]([Cl:16])(=[O:14])=[O:12])=[CH:6][CH:5]=1)#[N:3]Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A suspension of 1.1 g (5.02 mMol) of the sodium salt of 4-cyanobenzenemethanesulphonic acid in 20 ml of acetonitrile was mixed with 1.2 g (5.76 mMol) of phosphorus-(V)-chloride and then refluxed for 24 hours. The insoluble matter was filtered off and the filtrate was evaporated down in vacuo. Yield; 0.8 g (74% of theory). The product was used in the next step without purification.
Workup
- temperaturerefluxed for 24 hours
- filtrationThe insoluble matter was filtered off
- customthe filtrate was evaporated down in vacuo
- customThe product was used in the next step without purification
Sources & evidence
- ORD record
- ord-a5e0cd29cb304df0be7bd304719ca75e
- Source dataset
- uspto-grants-2000_09
- Patent number
- US06114390
Reaction notes
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