Method of making phosphorus-containing compounds and...

Plant protecting and regulating compositions – Plant growth regulating compositions – Organic active compound containing

Reexamination Certificate

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C562S017000, C558S108000, C558S111000, C558S145000, C558S169000

Reexamination Certificate

active

06864218

ABSTRACT:
A process for oxidizing a hydroxymethylphosphonic acid compound to produce a formylphosphonic acid compound is described. The oxidation reaction is carried out in the presence of an oxidant and a catalyst. For example, hydroxymethylphosphonic acid (HMPA) is oxidized by oxygen or hydrogen peroxide in the presence of a copper-containing catalyst to give formylphosphonic acid (FPA). Formylphosphonic acid can then be reacted with glycine to produce a condensation product which, upon hydrogenation, yields glyphosate. Glyphosate can be incorporated into various formulations for use as a herbicide. In addition to glycine, formylphosphonic acid can also be reacted with ammonia, ethanolamine, or other primary amines to form a precursor compound, which can be converted to glyphosate.

REFERENCES:
patent: 3784590 (1974-01-01), Firestone
patent: 3799758 (1974-03-01), Franz
patent: 3907652 (1975-09-01), Wagenknecht et al.
patent: 3969398 (1976-07-01), Hershman
patent: 4072706 (1978-02-01), Hershman et al.
patent: 4264776 (1981-04-01), Hershman et al.
patent: 4348332 (1982-09-01), Oediger et al.
patent: 4405531 (1983-09-01), Franz
patent: 4568432 (1986-02-01), Rogers
patent: 4624937 (1986-11-01), Chou
patent: 4937376 (1990-06-01), Fields, Jr. et al.
patent: 5023369 (1991-06-01), Fields, Jr.
patent: 5043475 (1991-08-01), Fields, Jr.
patent: 5047579 (1991-09-01), Glowka et al.
patent: 5072033 (1991-12-01), Fields, Jr. et al.
patent: 5504236 (1996-04-01), Fischer et al.
patent: 5693593 (1997-12-01), Arnold
patent: 5703273 (1997-12-01), Stern et al.
patent: 5912209 (1999-06-01), Kassebaum et al.
patent: 5935905 (1999-08-01), Mito
patent: 5985794 (1999-11-01), Hasebe et al.
patent: 5994269 (1999-11-01), Bugg et al.
patent: 5998332 (1999-12-01), Sato et al.
patent: 6054608 (2000-04-01), Franczyk, II
patent: 6083878 (2000-07-01), Brants et al.
patent: 20020119892 (2002-08-01), Franczyk, II
patent: 0 186 647 (1986-07-01), None
patent: 1076244 (1967-08-01), None
patent: 1076244 (1967-07-01), None
patent: 6-157399 (1994-06-01), None
patent: WO 9850391 (1998-11-01), None
patent: WO 0009519 (2000-02-01), None
patent: WO 009519 (2000-02-01), None
P. 512 from “Advanced Inorganic Chemistry”, Second Revised Augmented Edition, (Interscience Publishers).*
Alt et al., Electrochemical Oxidation of Alpha Amino and Alpha Hydrazino Phosphinic Acids, Syn. React. Inorg. Metal-Org. Chem., vol. 4(3), pp. 255-262, 1974.
Wagenknecht, An Electrochemical Method for the Preparation of Iminodimethylenediphosphomic Acid, Syn. React. Inorg. Metal-Org. Chem., vol. 4(6), pp. 567-572, 1974.
Wagenknecht, Electrochemical Oxidation of N-Substituted Iminodimethylenediphosphonic Acids, J. Electrochem. Soc.; Electrochemical Science and Technology, vol. 123(5), pp. 620-624, May 1976.
Stover et al., Determination of Organic Phosphonates by Isotachophoresis, Analytica Chim. Acta., vol. 135, pp. 347-350, 1982.
H. Gross, Synthesis and Use of Formylphosphonate Acid Derivatives, Session Report of the Adw German Democrat Republic, vol. 14, 1979.
Wagenknecht et al., A One-Step Synthesis of Aminomethylphosphonic Acid, Syn. React. Inorg. Met.-Org. Chem., vol. 12(1), pp. 109, 1982.
Livantsov et al., Phosphorlation of Orthoformates, Plenum Publishing Corp., p. 811, 1982.
Hamilton et al., The Reaction of DimethylDioxirane with Diazomethylphosphonates; the First Synthesis of a Formylphosphonate Hydrate, J. Chem. Soc. Chem. Commun., pp. 37-38, 1994.
Sawyer et al., Metal [Mix; M=Fe, Cu, Co, Mn]/Hydroperoxide-Induced Activation of Dioxygen for the Oxygenation of Hydrocarbons: Oxygenated Fenton Chemistry, Acc. Chem. Res., vol. 29, pp. 409-416, 1995.
J. March, Advanced Org. Chemistry: Reactions, Mechanisms, and Structure, John Wiley & Sons 3rdEd., pp. 628-629, 1985.
Caims et al., The Synthesis and Chemistry of Formylphosphonate, Phosphorus, Sulfer Silicon Relat. Elem., vol. 144-146, pp. 385-388, 1999.
Hamilton et al., Reactions of Diazomethylphosphonate: The First Synthesis of a Formylphosphonate Hydrate, Phosphorus, Sulfur, and Silicon, vol. 109-110, pp. 441-444, 1996.
Search Report, Oct. 4, 2002.

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