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US3879190A Expired / Lapsed US ⏱️ 0.0 years remaining

Herbicidal allophanimidates

Assignee: Individual
•
Filing: 1972-07-03
•
Granted: 1975-04-22
•
Expires: 1992-07-03
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Abstract

Abstract Herbicidal allophanimidic acid esters of the formula: WHERE R1, R2, R4 and R5 are selected from hydrogen and certain organic radicals, at least one of them being an organic radical; R3 is selected from hydrogen and certain organic radicals; R6 is selected from certain organic radicals; and X1, X2, and X3 are selected from oxygen and sulfur; AND SALTS OF THE ABOVE COMPOUNDS IN WHICH R3 is hydrogen. Preparation of the compounds by carbamoylation of OR BY REACTION OF AMMONIA OR AN AMINE WITH WHERE Y is -SCH3, -Cl, An exemplary compound: methyl N-dimethylcarbamoyl-4-tertbutylthioallophanimidate.

Inventors

  • 👤 Julius Jakob Fuchs

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-06 01:15
CPC Classifications
C; C07; C07C; C07C335/00; C07C335/04; C07C335/24; C07C335/28; C07C275/00; C07C275/46; C07C275/58; C07C275/62

Claims Analysis

Total Claims: 7
Claim 1
Independent Claim 27 words
A method for the control of undesired vegetation comprising applying to the locus of such undesired vegetation a herbicidally effective amount of a compound of the formula:
Claim 2
Independent Claim 27 words
A method for the control of undesired vegetation comprising applying to the locus of such undesired vegetation a herbicidally effective amount of a compound of the formula:
Claim 3
Independent Claim 300 words
A METHOD FOR THE CONTROL OF UNDESIRED VEGETATION COM- 1 PRISING APPLYING TO THE LOCUS OF SUCH UNDESIRED VEGETATION A HERBICIDALLY EFFECTIVE AMOUNT OF A COMPOUND OF THE FORMULA: R1-N(-R2)-C(=X1)-N=C(-X2-R6)-N(-R3)-C(=X3)-N(-R4)-R5 WHEREIN: R1, R2, R4, AND R5 ARE EACH INDEPENDENTLY SELECTED FROM THE GROUP CONSISTING OF HYDROGEN, ALKYL OF 1 THROUGH 8 CARBON ATOMS; ALKENYL OF 3 THROUGH 4 CARBON ATOMS; CYCLOALKYL OF 3 THROUGH 8 CARBON ATOMS; CYCLOALKENYL OF 5 THROUGH 8 CARBON ATOMS; CYCLOALKYLALKYL OF 4 THROUGH 10 CARBON ATOMS; BICYCLOALKYL OF 7 THROUGH 10 CARBON ATOMS; HYDROCARBYL ARYLALKYL OR 5 THROUGH 9 CARBON ATOMS; ALKYNYL OF 3 THROUGH 4 CARBON ATOMS; AND PHENYL; R3 IS HYDROGEN; ALKYL OF 1 THROUGH 4 CARBON ATOMS; ALKYNYL OF 3 THROUGH 4 CARBON ATOMS; OR ALKENYL OR 3 THROUGH 4 CARBON ATOMS; R6 IS ALKYL OF 1 THROUGH 8 CARBON ATOMS; CYCLOALKYL OF 5 THROUGH 8 CARBON ATOMS; ALKENYL OF 3 THROUGH 8 CARBON ATOMS; PEHNYL; OR BENZYL; AND X1, X2, AND X3 ARE EACH INDEPENDENTLY SELECTED FROM OXYGEN AND SULFUR; PROVIDED THAT: A. AT LEAST ONE OF R1, R2, R4, AND R5 IS OTHER THAN HYDROGEN; B. NO MORE THAN ONE OF R1, R2, R4, AND R5 IS PHENYL OR ARYLALKYL; C. THE TOTAL NUMBER OF CARBON ATOMS IN R4 AND R2 DOES NOT EXCEED 10; D. THE TOTAL NUMBER OF CARBON ATOMS IN R4 AND R5 DOES NOT EXCEED 10; AND E. WHEN R6 IS NORMAL ALKYL OF 3 THROUGH 8 CARBON ATOMS, CYCLOALKYL OF 6 THROUGH 8 CARBON ATOMS AND BENZYL, AND R3 IS HYDROEN, AND ONE OF R1, R2, R4, AND R5 IS PHENYL, THEN ONLY ONE OF THE OTHER R1, R2, R4, AND R5 CAN BE OTHER THAN HYDROGEN; AND THE ALKALI METAL, ALKALINE EARTH AND AMMONIUM SALTS OF THE ABOVE COMPOUNDS IN WHICH R3 IS HYDROGEN.
Claim 4
Independent Claim 300 words
A METHOD FOR THE CONTROL OF UNDESIRED VEGETATION COM- 1 PRISING APPLYING TO THE LOCUS OF SUCH UNDESIRED VEGETATION A HERBICIDALLY EFFECTIVE AMOUNT OF A COMPOUND OF THE FORMULA: R1-N(-R2)-C(=X1)-N=C(-X2-R6)-N(-R3)-C(=X3)-N(-R4)-R5 WHEREIN: R1, R2, R4, AND R5 ARE EACH INDEPENDENTLY SELECTED FROM THE GROUP CONSISTING OF HYDROGEN, ALKYL OF 1 THROUGH 8 CARBON ATOMS; ALKENYL OF 3 THROUGH 4 CARBON ATOMS; CYCLOALKYL OF 3 THROUGH 8 CARBON ATOMS; CYCLOALKENYL OF 5 THROUGH 8 CARBON ATOMS; CYCLOALKYLALKYL OF 4 THROUGH 10 CARBON ATOMS; BICYCLOALKYL OF 7 THROUGH 10 CARBON ATOMS; HYDROCARBYL ARYLALKYL OR 5 THROUGH 9 CARBON ATOMS; ALKYNYL OF 3 THROUGH 4 CARBON ATOMS; AND PHENYL; R3 IS HYDROGEN; ALKYL OF 1 THROUGH 4 CARBON ATOMS; ALKYNYL OF 3 THROUGH 4 CARBON ATOMS; OR ALKENYL OR 3 THROUGH 4 CARBON ATOMS; R6 IS ALKYL OF 1 THROUGH 8 CARBON ATOMS; CYCLOALKYL OF 5 THROUGH 8 CARBON ATOMS; ALKENYL OF 3 THROUGH 8 CARBON ATOMS; PEHNYL; OR BENZYL; AND X1, X2, AND X3 ARE EACH INDEPENDENTLY SELECTED FROM OXYGEN AND SULFUR; PROVIDED THAT: A. AT LEAST ONE OF R1, R2, R4, AND R5 IS OTHER THAN HYDROGEN; B. NO MORE THAN ONE OF R1, R2, R4, AND R5 IS PHENYL OR ARYLALKYL; C. THE TOTAL NUMBER OF CARBON ATOMS IN R4 AND R2 DOES NOT EXCEED 10; D. THE TOTAL NUMBER OF CARBON ATOMS IN R4 AND R5 DOES NOT EXCEED 10; AND E. WHEN R6 IS NORMAL ALKYL OF 3 THROUGH 8 CARBON ATOMS, CYCLOALKYL OF 6 THROUGH 8 CARBON ATOMS AND BENZYL, AND R3 IS HYDROEN, AND ONE OF R1, R2, R4, AND R5 IS PHENYL, THEN ONLY ONE OF THE OTHER R1, R2, R4, AND R5 CAN BE OTHER THAN HYDROGEN; AND THE ALKALI METAL, ALKALINE EARTH AND AMMONIUM SALTS OF THE ABOVE COMPOUNDS IN WHICH R3 IS HYDROGEN.
Claim 5
Dependent Claim 12 words
Method as defined in claim 1 wherein the compound is methyl N-isopropylcarbamoyl-4-isopropylthioallophanimidate.
Claim 6
Dependent Claim 38 words
A composition for the control of undesirable vegetation comprising at least one of (a) a surface active agent and (b) a biologically inert solid or liquid diluent and a herbicidally effective amount of a compound of the formula:
Claim 7
Dependent Claim 38 words
A composition for the control of undesirable vegetation comprising at least one of (a) a surface active agent and (b) a biologically inert solid or liquid diluent and a herbicidally effective amount of a compound of the formula:

References Cited (Backward Citations)

US1667053A Cited
US2780535A Cited
US3439018A Cited
US3488355A Cited
US3597444A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1978-04-21 1978-10-21 1979-04-22 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1982-04-21 1982-10-21 1983-04-22 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1986-04-21 1986-10-21 1987-04-22 $7700.00 Window Closed / Lapsed

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