Patent GB-975046-A (GB)
Title: Halo-pyridyl phosphorus compounds
IPC: C07F9/58
Filed: 1963-04-11
Abstract: The invention comprises halopyridyl phosphorus compounds of the general formula: <FORM:0975046/C1/1> wherein R is halopyridyl, Z is oxygen or sulphur, and R1 and R2, which may be the same or different, represent lower alkoxy, amino, or lower alkylamino, lower refering to C1-C8 inclusive. The compounds may be prepared by a process wherein the R-O- group is linked to the P atom before or after the introduction of R1 or R2 or both of these, into the molecule. Preferably the compounds are prepared by reacting, at a temperature of 0 DEG -100 DEG C., a phosphorochloridate or a phosphorochloridothioate, of formula: <FORM:0975046/C1/2> with an alkali metal or tertiary amine salt of a halopyridinal, advantageously in equimolar proportions, in an inert organic solvent. Alternatively, lower alkyl phosphorodichloridates or -dichloridothioates may be reacted with an alkali metal salt, or tertiary amine salt of a halopyridinal, and the intermediate formed is reacted with ammonia or a lower alkylamine, conveniently in an inert organic solvent, in equimolar proportions.  The first stage is preferably performed between -50 DEG C. and +25 DEG C., the second stage at from -10 DEG C. to 60 DEG C.  A third alternative is reaction of phosphorus oxy- or thiochloride with a halopyridinal salt, preferably at from -50 DEG C. to +80 DEG C. followed by reaction of the product with alkali metal alcoholate, ammonia, or lower alkylamine at from -10 DEG C. to +60 DEG C. Purification is in each case by conventional procedures. Numerous examples are given for preparation, of the compounds, and compositions therefrom. The compositions of the compounds of the invention are intended for use as pesticides, and in animal husbandry against pests attacking warm blooded animals, including helminths, roundworms, and other parasites.ALSO:Seeds and grain are treated with a pesticidal composition comprising a halopyridyl phosphorus compound of formula: <FORM:0975046/A1-A3/1> where in R is halopyridyl, Z is oxygen or sulphur, and R1 and R2, which may be the same or different, are C1-C8 alkyl or alkoxy, amino groups and one or more inert powdered solid or liquid diluents such as an oil-in-water emulsion.ALSO:Pesticidal compositions which are active against a wide variety of insect bacteria, fungi, nematode, arachuid, trash fish and similar pests, contain, as active ingredient, halopyridyl phosphorus compounds of formula <FORM:0975046/A5-A6/1> wherein R is halopyridyl, Z is oxygen or sulphur, and R1 and R2 which may be the same or different, are C1-C8 alkoxy, amino, or C1-C8 alkyl amino, together with an inert diluent or carrier.  The latter may be a finely divided solid, a non or ionic surface-active dispersing agent, a petroleum distillate, or an aqueous emulsion.  Examples are given for preparation of compositions containing halopyridyl phosphorus compounds with: (1) sorbitan trioleate and a sorbitan monolaurate polyoxyethylene derivative, in acetone, to give a water dispersible concentrate; (2) water, alkyl aryl sulphonate, and a substituted benzoid alkyl sulphonic acid, to give an aqueous composition.  The active compounds may be included in polymers, soaps and pests' food and used to treat textiles, paper, timber and paints to protect them from fungal and bacterial decay.