Patent GB-1094821-A (GB)
Title: New pesticidal phosphorus-containing lactone derivatives
Inventor: BARANYOVITS FRANCIS LESLIE CHA
IPC: C07F9/655
Filed: 1964-02-07
Abstract: Phosphorus-containing lactone compounds comprising a lactone ring bearing at least two groups, the first of said groups being a pentavalent phosphorus acid residue comprising a phosphorus atom bearing an alkyl, alkoxy, alkylmercapto, cycloalkyl, cycloalkoxy, cycloalkylmercapto, alkylamino or dialkylamino group and either an atom of oxygen or sulphur, said phosphorus acid residue being connected through either an amido group or a sulphur atom to a carbon of the lactone ring other than the carbon in the b -position.  They may be prepared by reacting a lactone having a halogen atom attached to the ring with an appropriately substituted phosphoric acid or acid amide, hydrogen halide being removed, e.g. (i) by blowing an inert gas through the reaction mixture or (ii) by carrying out the reaction in the presence of an acid acceptor.  Alternatively, the products may be obtained by reacting the halolactone with a salt of the acid, the salts being prepared separately or in situ by treating the acid with a suitable base before addition of the halolactone.  The compounds may also be obtained by reacting a mercapto or amino lactone with a pentavalent phosphorus halidate, the mercaptan preferably being employed in salt form.  Compounds containing two lactone rings linked to a single phosphorus atom may be obtained by reacting 1 mol. of phosphorus dihalidate with 2 mols. of the appropriately substituted lactone; compounds in which two or more phosphorus acid residues are attached to a single lactone ring may be obtained by reacting a halo-lactone containing two or more replaceable halogen atoms, one of which occupies a position other than the b -position in the lactone ring, with sufficient of the appropriate phosphorus acid derivative to react with two or more of the replaceable halogens.  The lactone ring suitably contains 5-7 atoms and substituents on the ring may be halogen, aliphatic-, aromatic- or halo - hydrocarbon groups.  Groups other than the phosphorus acid residue may be present on any carbon of the lactone ring and two groups may be attached to one carbon. The phosphorus acid residue is preferably linked through the sulphur atom or amino group to the a -carbon in the lactone ring. The compounds have pesticidal properties (see Division A5).  Reference has been directed by the Comptroller ot Specification 1,025,800.ALSO:A pesticidal composition composition comprises a phosphorus-containing lactone compound which contains at least two substituent groups, the first of said groups being a pentavalent phosphorus acid residue comprising an atom of phosphorus bearing an alkyl, alkoxy, alkylmercapto, cycloalkyl, cycloalkoxy, cycloalkylmercapto, alkylamino or dialkylamino group and either an atom of oxygen or sulphur, said phosphorous acid residue being connected through either an amido group or a sulphur atom to a carbon atom of the lactone ring other than the carbon in the b -position (see Division C2).  The composition may be in the form of a powder, suitable diluents being powdered kaolin, Fullers earth, gypsum, chalk, Hewitts earth or china clay. Liquid compositions are preferred, e.g. an aqueous dispersion or emulsion containing the active compound and a surface active agent such as a wetting or dispersing agent.  The liquid preparations may be also obtained by dissolving the active compound in an organic solvent, e.g. benzene, methanol, ethanol or acetone and mixing the solution with water containing a surface active agent. The compound or composition may be applied to soil in which plants are growing or are to be grown to destroy pests such as wire-worm and cabbage root fly or to animals to kill pests infecting their skin.  Reference has been directed by the Comptroller to Specification 1,025,800.