Sulfuryl chloride → 2-(4-Methylphenyl)-1,3-dithiolanium chloride

HRID 1111876Notes

Reaction equation

HRID 1111876 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[S:12][CH2:11][CH2:10][S:9]2)=[CH:4][CH:3]=1.S(Cl)([Cl:16])(=O)=O.CC1C=CC(C2SCC[SH+]2)=CC=1>C(Cl)Cl>[Cl-:16].[CH3:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]2[S:9][CH2:10][CH2:11][SH+:12]2)=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 24648Sulfuryl chlorideHCID 317082-(4'-Methylphenyl)-1,3-dithiolaneHCID 227657112-(4-Methylphenyl)-1,3-dithiolanium

Product 1

HCID 227657182-(4-Methylphenyl)-1,3-dithiolanium chloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
5 °C

Procedure

A solution of 1.96 g (0.01 mole) of 2-(4-methylphenyl)-1,3-dithiolane in 20 ml of methylene chloride is cooled to 0° C. and 0.76 ml (0.0094 mole) of sulfuryl chloride is added in one portion. The mixture is stirred 1 hr at 5° C. It is diluted with methylene chloride and the ultraviolet spectrum measured: U.V. max 230,255,375 nm, the latter indicating the presence of 2-(4-methylphenyl)-1,3-dithiolanium cation.

Sources & evidence

ORD record
ord-ede32980fe93494488689f95548b9fbf
Source dataset
uspto-grants-1978_10
Patent number
US04119639

Reaction notes

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