Process for preparing a mixture of aromatic sulfones and aromati

Details Process for preparing a mixture of aromatic sulfones and aromati Process for preparing a mixture of aromatic sulfones and aromati

1977-08-15

1979-10-30

Schwartz, Gerald A.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

260543R, C07C14706, C07C14370

Patent

active

041728521

ABSTRACT:
A process is provided for producing a mixture of aromatic sulfonyl chlorides and aromatic sulfones substantially free of the corresponding aromatic sulfonic acids and their anhydrides, which comprises the steps of (a) reacting a monosubstituted benzene such as monochlorobenzene with sulfur trioxide in the presence of at least about 15 mole percent to about 50 mole percent of thionyl chloride, based on the sulfur trioxide, at a temperature from about the freezing point of the reactants to about 40.degree. C.; (b) adding to the reaction mixture of step (a) at least about 60 mole percent thionyl chloride, based on the sulfur trioxide, and preferably a small catalytic amount of dimethylformamide, wherein the total thionyl chloride in the reaction mixture is at least about 110 mole percent, based on the sulfur trioxide, while maintaining the reaction mixture at a temperature between about 25.degree. C. and 70.degree. C.; and then (c) continuing the reaction up to a temperature of about 160.degree. C. The mixture produced can be used without further purification to form diaryl sulfones in high yield, for example, by reacting with monochlorobenzene in the presence of ferric chloride.

REFERENCES:
patent: 3701806 (1972-10-01), Keough et al.
Kittila, "Dimethylformamide Chemical Uses," DuPont & Co., Chapter 16, pp. 76-77.
Bosshard et al., Helvetica Chimica Acta XLII, 1653, (1959).

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