Process for preparing quaternary ammonium tribromides

Organic compounds -- part of the class 532-570 series – Organic compounds – Amino nitrogen containing

Reexamination Certificate

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Reexamination Certificate

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07005548

ABSTRACT:
The present invention relates to an economical and environmentally clean process for the preparation of high quality quaternary ammonium tribromides by oxidation of bromide (Br−) in an acidic medium by a biomimetic process involving transition metal ion mediated activation of hydrogen peroxide.

REFERENCES:
Bora et al., Pure and Applied Chemistry (2001), vol. 73, No. 1, p. 93-102.
Chaudhuri M K et al: “An environmentally benign synthesis of organic ammonium tribromides (OATB) and bromination of selected organic substrates by tetrabutylammonium tribromide (TBATB)” Tetrahedron Letters, vol. 39, 1998, pp. 8163-8166, XP00413887.
Inokuchi T et al: “A new oxidising system for aromatic alcohols by the combination of N-Oxoammonium salt and electrosynthesised tetraalkylammonium tribromide” Bulletin of the Chemical Society of Japan, vol. 64, No. 3, 1991, pp. 796-800, XP009016891.
Buckles R E et al: “Spectrophotometric study of tetrabutylammonium tribromide” Journal of the American Cancer Society, vol. 73, No. 10, Oct. 19, 1951, pp. 4525-4528, XP002253837.
Avramoff M et al: “The brominating properties of tetramethylammonium tribromide” Journal of Organic Chemistry, vol. 28, No. 11, Nov. 1963, pp. 3256-3258, XP002253838.
Kajigaeshi S et al: “Synthesis of dibromoacetyl derivatives by use of benzyltrimethylammonium tribromide” Bulletin of the Chemical Society of Japan, vol. 60, No. 7, 1987, pp. 2667-2668, XP009016861.
Chattaway F D et al: “Perhalides of quaternary ammonium salts” Journal of the Chemical Society, vol. 123, 1923, pp. 654-662, XP009016856.
Database WPI Week 197419, Derwent Publications LTD., London, GB; AN 1974-35404V, XP002253839 “Quaternary ammonium tribromides”—&JP 49 014411 A (Nippon Soda Co.), Feb. 7, 1974.
Database WPI Week 198514, Derwent Publications Ltd., London, GB; AN 1985-085785, XP002253840, “Tetraethyl ammonium tribromide preparation”-& SU 1 113 374A (Moscow Lomonosov Univ), Sep. 15, 1984.

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