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US Patent 7414135 Process for halomethyl ethers of hydroxyiminomethyl quaternary pyridinium salts

Patent 7414135 was granted and assigned to Aerojet on August, 2008 by the United States Patent and Trademark Office.

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Patent
Patent
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Patent attributes

Current Assignee
Aerojet
Aerojet
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Patent Jurisdiction
United States Patent and Trademark Office
United States Patent and Trademark Office
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Patent Number
74141350
Patent Inventor Names
Aslam A. Malik0
Der-Shing Huang0
George R. Gettys0
Olivier Dapremont0
Date of Patent
August 19, 2008
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Patent Application Number
111337400
Date Filed
May 19, 2005
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Patent Primary Examiner
‌
Zinna N. Davis
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Patent abstract

A halide salt of a 1-(hydroxyiminomethyl-1-pyridino)-3-(halomethyl)-2-oxapropane is prepared by adding a pyridinealdoxime to a bis-halomethylether in such a manner that the bis-halomethylether is maintained in excess throughout the addition. This procedure produces the halide salt of a 1-(hydroxyiminomethyl-1-pyridino)-3-(halomethyl) -2-oxapropanein high yield and purity, which facilitates its use as an intermediate in the manufacture of an asymmetrically substituted 1,3-di (1-pyridino)-2-oxapropane, a class of compounds that are generally useful antidotes to various toxic agents. A prominent member of the class is the dimethylsulfonate salt of 1-(2-hydroxyiminomethyl-1-pyridino)-3 -(4-carbamoyl-1-pyridino)-2-oxapropane. The use of mercaptoalkyl-functionalized polymers is disclosed as a preferred metal ion scavenger for a final purification step in the manufacture of these compounds.

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