Quaternary ammonium salts possessing antimicrobial activity...

C - Chemistry – Metallurgy – 07 – C

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260/593, 260/353

C07C 217/42 (2006.01) A01N 35/02 (2006.01) A01N 43/32 (2006.01) C07D 319/06 (2006.01) C08G 4/00 (2006.01)

Patent

CA 1291486

ABSTRACT OF THE DISCLOSURE Quaternary ammonium salts exhibiting strong antimicrobial activity are disclosed along with the method of using them as antimicrobial agents. The salts having the formulas I or II: Image (I) (II) Image wherein R is C1-20 alkyl, C5-7 cycloalkyl or a phenyl lower alkyl group, R1 is methyl or ethyl, and X is a halogen, are prepared by the method comprising the steps of: (a) initially reacting 2-nitro-2-methyl-1,3-propanediol or 2-nitro-2-ethyl- 1,3-propanediol or a mixture thereof and trioxane in a solvent containing an acid to obtain a first product; (b) reducing said first product by dissolving said first product in a solvent and maintaining the resulting solution under a hydrogen atmosphere in the presence of a reduction catalyst to obtain a second product; (c) alkylating said second product by maintaining said second product under a hydrogen atmosphere in the presence of a formaldehyde solution, a solvent and an alkylation catalyst to obtain a third product; and (d) quaternizing said third product by reacting said third product with a halogenated hydrocarbon in the presence of a solvent to obtain quaternary ammonium salts.

487049

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