Chlorosuccinimide → 2,5-Dichlorobenzenesulfenyl chloride

HRID 894024Notes

Reaction equation

HRID 894024 reaction equation
[Cl:1]N1C(=O)CCC1=O.[Cl:9][C:10]1[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][C:11]=1[SH:17]>C(Cl)(Cl)(Cl)Cl>[Cl:9][C:10]1[CH:15]=[CH:14][C:13]([Cl:16])=[CH:12][C:11]=1[S:17][Cl:1]

Participants

4

Reactant 2

HCID 31398ChlorosuccinimideHCID 799652,5-Dichlorobenzenethiol

Product 1

HCID 128785412,5-Dichlorobenzenesulfenyl chlorideYield 85.6%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent2×

Procedure

The procedure of Example 13 was repeated, reacting a slurry of N-chlorosuccinimide (3.72 g., 27.9 mmoles) in 50 ml. of carbon tetrachloride with 2,5-dichlorothiophenol (5.0 g., 27.9 mmoles) in 25 ml. of carbon tetrachloride. 2,5-Dichlorobenzenesulfenyl chloride (5.1 g.) was isolated as an oil.

Sources & evidence

ORD record
ord-a9001844d3b24ac096a12e8a7ce68f90
Source dataset
uspto-grants-1981_08
Patent number
US04282242

Reaction notes

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