Organic compounds -- part of the class 532-570 series – Organic compounds – Phosphorus acids or salts thereof
Patent
1998-02-12
1999-12-21
Ambrose, Michael G.
Organic compounds -- part of the class 532-570 series
Organic compounds
Phosphorus acids or salts thereof
558145, 558155, 558169, 560155, 562 12, C07F 938, C07F 940
Patent
active
06005140&
ABSTRACT:
This invention is directed to process for making a composition having the formula (I): ##STR1## wherein R.sup.3, R.sup.4, and R.sup.5 are independently hydrogen, substituted or unsubstituted hydrocarbyl, or an agronomically acceptable cation. The process comprises contacting a solution with a noble metal catalyst and introducing oxygen into the solution. The solution contains an N-substituted glyphosate having the formula (II): ##STR2## wherein R.sup.1 and R.sup.2 are independently hydrogen, halogen, --PO.sub.3 H.sub.2, --SO.sub.3 H, --NO.sub.2, or substituted or unsubstituted hydrocarbyl other than --CO.sub.2 H. R.sup.3, R.sup.4, and R.sup.5 are as defined for formula (I).
This invention also relates to an oxidation catalyst comprising a noble metal having a hydrophobic electroactive molecular species adsorbed thereon.
REFERENCES:
patent: 3583972 (1971-06-01), Birkenmeyer et al.
patent: 3799758 (1974-03-01), Franz et al.
patent: 3835000 (1974-09-01), Frazier et al.
patent: 3927080 (1975-12-01), Gaertner
patent: 3950402 (1976-04-01), Franz
patent: 3954848 (1976-05-01), Franz
patent: 3956370 (1976-05-01), Parry et al.
patent: 3969398 (1976-07-01), Hershman
patent: 4026950 (1977-05-01), Le Ludec
patent: 4147719 (1979-04-01), Franz
patent: 4264776 (1981-04-01), Hershman et al.
patent: 4507250 (1985-03-01), Bakel
patent: 4525294 (1985-06-01), Sartori et al.
patent: 4582650 (1986-04-01), Felthouse
patent: 4654429 (1987-03-01), Balthazor et al.
patent: 4775498 (1988-10-01), Gentilcore
patent: 4810426 (1989-03-01), Fields, Jr. et al.
patent: 4851131 (1989-07-01), Grabiak et al.
patent: 4921991 (1990-05-01), Lacroix
patent: 4978649 (1990-12-01), Surovikin et al.
patent: 5068404 (1991-11-01), Miller et al.
patent: 5179228 (1993-01-01), Ramon et al.
patent: 5292936 (1994-03-01), Franczyk
patent: 5367112 (1994-11-01), Franczyk
patent: 5500485 (1996-03-01), Hodgkinson
patent: 5602276 (1997-02-01), Stern et al.
patent: 5606107 (1997-02-01), Smith
patent: 5627125 (1997-05-01), Ebner et al.
patent: 5703273 (1997-12-01), Stern et al.
F. Coloma et al., "Preparation Of Platinum Supported On Pregraphitized Carbon Blacks", Langmuir, vol. 10, pp. 750-755, 1994.
F. Coloma et al., "Heat-Treated Carbon Blacks As Supports For Platinum Catalysts", Journal of Catalysis, vol. 154, pp. 299-305, 1995.
Mallat et al., "Preparation Of Promoted Platinum Catalysts Of Designed Geometry And The Role Of Promoters In The Liquid-Phase Oxidation Of 1-Methoxy-2-Propanol", Journal of Catalysis, vol. 142, pp. 237-253, 1993.
Kyong Tae Kim et al., "Preparation Of Carbon-Supported Platinum Catalysts: Adsorption Mechanism Of Anionic Platinum Precursor Onto Carbon Support", Carbon, vol. 30, No. 3, pp. 467-475, 1992.
F. Rodriguez-Reinoso et al., "Platinum Catalysts Supported On Activited Carbons", Journal of Catalysis, vol. 99, pp. 171-183, 1986.
H.E. Van Dam et al., "Preparation Of Platinum On Activated Carbon", Journal of Catalysis, vol. 131, pp. 335-349, 1991.
A. Cope et al. "Synthesis of 2-Alkylaminoethanols from Ethanolamine" Journal of American Chemistry Society, vol. 64 (Jul. 1942) pp. 1503-1506.
S. Dapperheld et al. "Organic Electron Transfer Systems. II. Substituted Triarylamine Cation-Radical Redox Systems-Synthesis, Electrochemical and Spectroscopic Properties. Hammet Behavior, and Suitaqbility as Redox Catalysts" Chem. Ber., vol. 124, No. 11 (1991) pp. 2557-2567. (Abstract Only).
G. Davis et al. "Oxidations of Amines VI. POlatinum-Catalyzed Air Oxidating of N-Methyl Tertiary Amines" Tetrahedron Letters, vol. 38 (1968) pp. 4085-4086.
D. Dolphin et al. "Polyhaloporphyrins: Unusual Ligands for Metals and Metal-Catalyzed Oxidations" Acc. Chem. Res., vol. 30, No. 6 (1997) pp. 251-259.
G. Dyker et al. "Amino Acid Derivatives by Multicomponent Reactions" Angew. Chem. Int. Ed. Engl., vol. 36, No. 16 (1997) pp. 1700-1702.
J. Franz et al. "Methods of Preparing Glyphosate" Glyphosate: A Unique Global Herbicide, Chapter 8, (1997) American Chemical Society, Washington, D.C., pp. 233-262.
J. Fuhrhop et al. "Reversible Reactions of Porphyrins and Metalloporphyrins and Electrochemistry", Porphyrins and Metalloporphyrins, Chapter 14, (1975) Elsevier Scientific Publishing Company, Amsterdam, The Netherlands, pp. 593-623.
J. Knifton "Amidocarbonylation" Applied Homogeneous Catalysis with Organometallic Compounds, vol. 1, Weinheim (1996) Germany, pp. 159-168.
L. Maier "Organic Phosphorus Compounds 95. A Simple Method for the Preparation of N-Dihydroxyphosphonylmethyl-Glycine (Glyphosate)" Phosphorous, Sulfur, and Silicon, vol. 61 (1991) pp. 65-67.
P. Mastalerz ".alpha.-Substituted Phosphonates" Handbook of Organophosphorus Chemistry, Robert Engel ed., Marcel Dekker (1992) pp. 277-371.
M. Masui et al. "N-Hydroxyphthalimide as an Effective Mediator for the Oxidation of Alcohols by Electrolysis" J. Chem. Soc., Chem. Communication (1983) pp. 479-480.
R. Moss "Preparation and Characterization of Supported Metal Catalysts" Experimetnal Methods in Catalytic Research, vol. II, Chapter 2 (1976) Academic Press, New York, pp. 43-94.
J. Perichon et al. "Miscellaneous Hydrocarbons" Encyclopedia of Electrochemistry of the Elements, vol. XI (1978) Marcel Dekker, Inc., New York, pp. 163-166.
D. Redmore "The Chemistry of P-C-N-Systems" Topics in Phosphorus Chemistry, vol. 8 (1976) John Wiley & Sons, pp. 515-585.
D. Riley et al. "Homogeneous Catalysts for Selective Molecular Oxygen Driven Oxidative Decarboxylations" J. Am. Chem. Soc., vol. 113, No. 9 (1991) pp. 3371-3378.
D. Riley et al. "Vanadium (IV,V) Salts as Homogeneous Catalysts for the Oxygen Oxidation of N-(Phosphonomethyl)iminodiacetic Acid to N-(Phosphonomethyl)glycine" Inorg. Chem., vol. 30, No. 22 (1991) pp. 4191-4197.
M. Semmelhack et al. "Nitroxyl-Mediated electrooxidation of Alcohols to Aldehydes and Ketones" J. Am. Chem. Soc., vol. 105, No. 13 (1983) pp. 4492-4494.
A. Stiles "Getting the Catalyst and the Support Together" Catalyst Supports and Supported Catalysts; Theoretical and Applied Concepts, Chapter 1 (1987) Butterworths, Boston, MA, pp. 1-137.
S. Torii et al. "Carboxylic Acids" Organic Electrochemistry, Chapter 14 (1991) Marcel Dekker, Inc., 3rd ed., New York, pp. 535-579.
Fobian Yvette M.
Morgenstern David A.
Ambrose Michael G.
Monsanto Company
LandOfFree
Process for making glyphosate by oxidizing N-substituted glyphos does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Process for making glyphosate by oxidizing N-substituted glyphos, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Process for making glyphosate by oxidizing N-substituted glyphos will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-506841