4-Methylbenzenethiol → p-Toluenesulfenyl chloride

HRID 894016Notes

Reaction equation

HRID 894016 reaction equation
[C:1]1([CH3:8])[CH:6]=[CH:5][C:4]([SH:7])=[CH:3][CH:2]=1.[Cl:9]N1C(=O)CCC1=O>C1C=CC=CC=1>[C:1]1([CH3:8])[CH:6]=[CH:5][C:4]([S:7][Cl:9])=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 78114-MethylbenzenethiolHCID 31398Chlorosuccinimide

Product 1

HCID 11019146p-Toluenesulfenyl chlorideYield 88.2%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

By the method of Example 7, 6.2 g. of p-toluenethiol (6.2 g., 50 mmoles) was reacted with N-chlorosuccinimide (6.67 g., 50 mmoles) in 100 ml. of benzene to yield p-toluenesulfenyl chloride (7.0 g.) as an oil.

Sources & evidence

ORD record
ord-093807c3a5b24c80b4ab5376c62459e6
Source dataset
uspto-grants-1981_08
Patent number
US04282242

Reaction notes

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