Process for production of acid anhydride

Organic compounds -- part of the class 532-570 series – Organic compounds – Carboxylic acid anhydrides

Reexamination Certificate

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Reexamination Certificate

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10485129

ABSTRACT:
According to the present invention there is provided a process for producing an acid anhydride by reacting a carboxylic acid, preferably a carboxylic acid having a polymerizable group, with a sulfonyl halide compound in the presence of a tertiary amine or in the presence of a tertiary amine and an inorganic base, wherein the tertiary amine or the tertiary amine and the inorganic base are used in an amount of 0.9 to 1.2 equivalents relative to the acid generated from the sulfonyl halide compound.

REFERENCES:
patent: 5461162 (1995-10-01), Ho et al.
patent: 2002-226421 (2002-08-01), None
Nangia et al., Journal of Chemical Research, Synopses (1984), (3), 100 (CASREACT online citation on STN [retrieved Feb. 27, 2006] ACS, Columbus, OH, USA).
Lynch et al., J. Org. Chem.; 1989; 54(16) pp. 3792-3796.
Brewster, et al.; “Dehybrations with Aromatic Sulfonyl Halides in Pyridine. A Conventional Method for the Preparation of Esters”; Journal of American Chemical Society; 1955, vol. 77, pp. 6214-6215.
Urbanski, et al.; “Reactions of Carboxylic Acids in Presence of Arenesulfonyl Chlorides and Tertiary Amines. Part I. Formation of Carboxylic Acid Anhydrides”; Polish Journal of Chemistry; 1978, vol. 52, No. 2, pp. 301-314.
Nangia, et al.; “A Mild Method for Carboxy-group Activation and Synthesis of Carboxylic Anhydrides”; Journal of Chemical Research, 1984, vol. 3; Synopses.
Wirth, David D.; “Carboxylic Sulfonic Mixed Anhydrides: General Utility and Application to the Synthesis of Ceftazidime”; Tetrahedron, 1993, vol. 49, No. 8, pp. 1535-1540.

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