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US3977860A Expired / Lapsed US ⏱️ 0.0 years remaining

Herbicidal compositions and methods employing esters of N-phosphonomethylglycine

Assignee: Monsanto Co
•
Filing: 1973-06-11
•
Granted: 1976-08-31
•
Expires: 1993-06-11
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Abstract

Abstract N-phosphonomethylglycine and novel derivatives thereof useful as phytotoxicants or herbicides.

Inventors

  • 👤 John E. Franz

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-27 04:10
CPC Classifications
C; C07; C07F; C07F9/00; C07F9/02; C07F9/28; C07F9/38; C07F9/3804; C07F9/3808

Claims Analysis

Total Claims: 14
Claim 1
Independent Claim 202 words
A phytotoxic composition comprising an inert adjuvant and an effective amount of a compound of the formula ##EQU1## wherein R is --OR 3 wherein R 3 is selected from the group consisting of monovalent hydrocarbon groups, monovalent hydrocarbon-oxyhydrocarbon groups each containing from 1 to 18 carbon atoms, halogenated monovalent hydrocarbon groups, halogenated monovalent hydrocarbonoxyhydrocarbon groups each containing from 1 to 18 carbon atoms and from 1 to 3 halogens, ##EQU2## groups wherein n is from 1 to 4 and R 4 and R 5 are independently selected from the group consisting of hydrogen, alkyl and hydroxyalkyl having 1 through 4 carbon atoms, alkenyl having 2 through 4 carbon atoms, R 1 and R 2 are each independently selected from the group consisting of --OH; --OR 3 wherein R 3 is as above defined and --OR 6 wherein R 6 is a salt-forming cation selected from the group consisting of cations of alkali metals, alkaline earth metals, copper, zinc, manganese, nickel, ammonium, organic ammonium, provided that when the organic group is aryl the ammonium salt is a primary amine salt, and mixtures of such salts, provided that no more than two of R, R 1 or R 2 can be --OR 3 .
Claim 2
Dependent Claim 202 words
A phytotoxic composition comprising an inert adjuvant and an effective amount of a compound of the formula ##EQU1## wherein R is --OR 3 wherein R 3 is selected from the group consisting of monovalent hydrocarbon groups, monovalent hydrocarbon-oxyhydrocarbon groups each containing from 1 to 18 carbon atoms, halogenated monovalent hydrocarbon groups, halogenated monovalent hydrocarbonoxyhydrocarbon groups each containing from 1 to 18 carbon atoms and from 1 to 3 halogens, ##EQU2## groups wherein n is from 1 to 4 and R 4 and R 5 are independently selected from the group consisting of hydrogen, alkyl and hydroxyalkyl having 1 through 4 carbon atoms, alkenyl having 2 through 4 carbon atoms, R 1 and R 2 are each independently selected from the group consisting of --OH; --OR 3 wherein R 3 is as above defined and --OR 6 wherein R 6 is a salt-forming cation selected from the group consisting of cations of alkali metals, alkaline earth metals, copper, zinc, manganese, nickel, ammonium, organic ammonium, provided that when the organic group is aryl the ammonium salt is a primary amine salt, and mixtures of such salts, provided that no more than two of R, R 1 or R 2 can be --OR 3 .
Claim 3
Dependent Claim 70 words
A composition in accordance with claim 1 wherein R is --OR 3 and R 3 is an alkyl group containing from 1 through 18 carbon atoms, alkenyl having from 2 through 8 carbon atoms, alkynyl having 2 through 8 carbon atoms, haloalkyl, haloalkenyl or haloalkynyl having from 1 through 18 carbon atoms and from 1 through 3 halogens and R 1 and R 2 are --OH, or --OR 6 .
Claim 4
Dependent Claim 20 words
A composition in accordance with claim 2 in which R is --OR 3 wherein R 3 is alkyl or chloroalkyl.
Claim 5
Dependent Claim 13 words
A composition in accordance with claim 1 in which the compound is methyl-N-phosphonomethylglycinate.
Claim 6
Dependent Claim 13 words
A composition in accordance with claim 1 in which the compound is ethyl-N-phosphonomethylglycinate.
Claim 7
Dependent Claim 13 words
A composition in accordance with claim 1 in which the compound is chloroethyl-N-phosphonomethylglycinate.
Claim 8
Independent Claim 202 words
A method which comprises contacting a plant with a phytotoxic amount of a compound of the formula ##STR3## wherein R is --OR 3 wherein R 3 is selected from the group consisting of monovalent hydrocarbon groups, monovalent hydrocarbon-oxyhydrocarbon groups each containing from 1 to 18 carbon atoms, halogenated monovalent hydrocarbon groups, halogenated monovalent hydrocarbonoxyhydrocarbon groups each containing from 1 to 18 carbon atoms and from 1 to 3 halogens, ##STR4## groups wherein n is from 1 to 4 and R 4 and R 5 are independently selected from the group consisting of hydrogen, alkyl and hydroxyalkyl having 1 through 4 carbon atoms, alkenyl having 2 through 4 carbon atoms, R 1 and R 2 are each independently selected from the group consisting of --OH; OR 3 wherein R 3 is as above defined and --OR 6 wherein R 6 is a salt-forming cation selected from the group consisting of cations of alkali metals, alkaline earth metals, copper, zinc, manganese, nickel, ammonium, organic ammonium, provided that when the organic group is aryl the ammonium salt is a primary amine salt, and mixtures of such salts, provided that no more than two of R, R 1 or R 2 can be --OR 3 .
Claim 9
Independent Claim 202 words
A method which comprises contacting a plant with a phytotoxic amount of a compound of the formula ##STR3## wherein R is --OR 3 wherein R 3 is selected from the group consisting of monovalent hydrocarbon groups, monovalent hydrocarbon-oxyhydrocarbon groups each containing from 1 to 18 carbon atoms, halogenated monovalent hydrocarbon groups, halogenated monovalent hydrocarbonoxyhydrocarbon groups each containing from 1 to 18 carbon atoms and from 1 to 3 halogens, ##STR4## groups wherein n is from 1 to 4 and R 4 and R 5 are independently selected from the group consisting of hydrogen, alkyl and hydroxyalkyl having 1 through 4 carbon atoms, alkenyl having 2 through 4 carbon atoms, R 1 and R 2 are each independently selected from the group consisting of --OH; OR 3 wherein R 3 is as above defined and --OR 6 wherein R 6 is a salt-forming cation selected from the group consisting of cations of alkali metals, alkaline earth metals, copper, zinc, manganese, nickel, ammonium, organic ammonium, provided that when the organic group is aryl the ammonium salt is a primary amine salt, and mixtures of such salts, provided that no more than two of R, R 1 or R 2 can be --OR 3 .
Claim 10
Dependent Claim 66 words
The process of claim 7 wherein R is OR 3 and R 3 is an alkyl group containing 1 through 18 carbon atoms, alkenyl having 2 through 8 carbon atoms, alkynyl having 2 through 8 carbon atoms, haloalkyl, haloalkenyl or haloalkynyl having from 1 to 18 carbon atoms and from 1 through 3 halogens and R 1 and R 2 are --OH or --OR 6 .
Claim 11
Dependent Claim 18 words
The process of claim 8 in which R is OR 3 wherein R 3 is alkyl or chloroalkyl.
Claim 12
Dependent Claim 12 words
The process of claim 7 in which the compound is methyl-N-phosphonomethyl glycinate.
Claim 13
Dependent Claim 12 words
The process of claim 7 in which the compound is ethyl-N-phosphonomethyl glycinate.
Claim 14
Dependent Claim 12 words
The process of claim 7 in which the compound is chloroethyl-N-phosphonomethyl glycinate.

References Cited (Backward Citations)

US3160632A Cited
US3733192A Cited
US3455675A Cited
US3728381A Cited
US3853530A Cited
US3799758A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-08-31 1980-03-01 1980-08-31 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-08-31 1984-03-01 1984-08-31 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-08-31 1988-03-01 1988-08-31 $7700.00 Window Closed / Lapsed

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