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US 4,939,284 AGranted
Process for the manufacture of tetraalkyl ethenylidenebisphosphonate esters
AssigneeThe Procter & Gamble Company
InventorCharles R. Degenhardt
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Abstract
Disclosed are tetraalkyl enthenylidenebisphosphonates and a method for their manufacture. These compounds are suitable for use as antimicrobial agents in combating a number of pathogenic microorganisms, such as bacteria, yeasts, viruses, fungi and protozoa, when used together with a pharmaceutically-acceptable carrier. Also disclosed is a method for treating infectious diseases by administering a safe and effective amount of these tetraalkyl ethenylidenebisphosphonates.
Claims9
A method for synthesizing tetraalkyl ethenylidenebisphosphonates comprising the steps of:
- (a) combining from about 20 to about 96 mole percent of a formaldehyde or formaldehyde precursor selected from the group consisting of formaldehyde, paraformaldehyde or trioxane;
- from about 2 to about 40 mole percent of a secondary amine;
- and from 2 to about 40 mole percent of a tetraalkyl methylenebisphosphonate of the formula:
- ##STR17## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are independently chosen from the group consisting of C.sub.1 to C.sub.7 straight or branched alkyl;
- in an alcohol solvent selected from the group consisting of methanol and ethanol;
- (b) heating said mixture to a temperature of from about 40.degree. C. to about 80.degree. C., for a period of from about 0.5 hours to about 200 hours;
- (c) replacing said alcohol solvent with an equivalent amount a of solvent selected from the group consisting of toluene, benzene and xylene;
- and
- (d) adding a catalytic amount of an acid selected from the group consisting of paratoluenesulfonic acid and phosphoric acid, and allowing said mixture to react for a period of from about 2 hours to about 48 hours.
6 more elements
Dependencies are inferred from the claim text.