Process for the preparation of bis(4-amino-1-pyridinium) alkanes

• US 6,380,391 B2
• Filed: 02/09/2001
• Issued: 04/30/2002
• Est. Priority Date: 02/10/2000
• Status: Active Grant

• Current Assignee: Schulke & Mayr GmbH
• Original Assignee: Air Liquide Sante International (L'Air Liquide SA)
• Inventors: Streek, Michael, Beilfuss, Wolfgang, Gradtke, Ralf
• Primary Examiner(s): NORTHINGTON DAVIS, ZINNA
• Application Number:
  US09/779,626
• Publication Number:
  US 20010016660A1
• Time in Patent Office: 445 Days
• Field of Search: 546/257, 546/255
• US Class Current: 546/255
• CPC Class Codes: A61P 1/02 Stomatological preparations, e.g. drugs for caries, aphtae, periodontitis
• CPC Class Codes: A61P 17/02 for treating wounds, ulcers, burns, scars, keloids, or the like
• CPC Class Codes: A61P 31/00 Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
• CPC Class Codes: A61P 31/04 Antibacterial agents
• CPC Class Codes: A61P 31/10 Antimycotics
• CPC Class Codes: A61P 31/22 for herpes viruses
• CPC Class Codes: C07D 213/74 Amino or imino radicals substituted by hydrocarbon or substituted hydrocarbon radicals

Abstract

Process for the preparation of bis(4-amino-1-pyridinium)alkanes by reacting difunctionalized alkanes with 4-aminopyridines in water or a mixture of water and organic solvent.

Claims

1. Process for the preparation of bis[4-amino-1-pyridinium ]alkanes of the formula I

by reacting difunctionalized alkanes of the formula II

2. Process according to claim 1, wherein Y is an alkylene group having 6 to 16 carbon atoms.

3. Process according to claim 2, wherein Y is a dec-1,10-diyl group.

4. Process according to claim 1, wherein R is an alkyl, cycloalkyl or alkylaryl group.

5. Process according to claim 4, wherein R is a n-octyl group.

6. Process according to claim 1, wherein A and A′

are chosen from the group consisting of chlorine, bromine, iodine, methanesulphonyloxy, ethanesulphonyloxy, benzenesulphonyloxy or p-toluenesulphonyloxy.

7. Process according to claim 4, wherein A and A′

are identical and are chlorine.

8. Process according to claim 1, wherein the solvent is chosen from alcohols, glycols, polyols, polyethylene and polypropylene glycols, ethers, glycol mono- and diethers, completely or incompletely etherified polyols and completely or incompletely etherified polyethylene or propylene glycols, and mixtures thereof.

9. Process according to claim 8, wherein the solvent is chosen from 1,2-propylene glycol, phenoxypropanols and phenoxyethanol, and mixtures thereof.

10. Process according to claim 1, wherein the reaction medium is water.