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3-(5- or 3-Substituted-5- or 3-isoxazolyl)-1-allyl or alkyl-4-substituted-5-substituted or unsubstituted-2-imidazolidinones for controlling weeds

Assignee: Wyeth Holdings LLC
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Filing: 1981-01-15
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Granted: 1981-11-24
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Expires: 2001-01-15
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Abstract

Abstract Disclosed are compounds such as 3-[5-(1,1-dimethylethyl)-3-isoxazolyl]-1-methyl-4-hydroxy-2-imidazolid inone; their control of weeds such as johnsongrass; the process of making them; and intermediates for making them, the compounds being represented by a Formula I: <IMAGE> (I) wherein A is <IMAGE> where R is an alkyl of up to six carbon atoms; an alkenyl of up to five carbon atoms; an alkynyl of up to five carbon atoms; a cycloalkyl selected from the group consisting of cyclopropyl, cyclobutyl, cyclopentyl, and cyclohexyl; a haloalkyl of up to six carbon atoms; -R4-O-R5, or -R4-S-R5, where R4 is an alkylene of up to six carbon atoms and R5 is an alkyl of up to six carbon atoms; <IMAGE> where Z is nitro (NO2), chloro (Cl), bromo (Br), fluoro (F), or R5, and n is 0, 1, 2, or 3; R1 is an alkyl of up to three carbon atoms, or allyl; R2 is hydroxy (OH), chloro (Cl) or bromo (Br); and R3 is hydrogen (H), an alkyl of up to four carbon atoms, allyl, or hydroxy (OH).

Inventors

  • 👤 Jerome M. Lavanish

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 08:11
CPC Classifications
C; C07; C07D; C07D261/00; C07D261/02; C07D261/06; C07D261/10; C07D261/14; A; A01; A01N; A01N43/00; A01N43/48; A01N43/50; A01N43/72; A01N43/80

Claims Analysis

Total Claims: 5
Claim 1
Independent Claim 177 words
A method of controlling weeds which comprises contacting the weeds with a herbicidally effective amount of a compound of Formula I: ##STR32## wherein: A is ##STR33## where R is an alkyl of up to six carbon atoms, an alkenyl of up to five carbon atoms, an alkynyl of of up to five carbon atoms, a cycloalkyl selected from the group consisting of cyclopropyl, cyclobutyl, cyclopentyl, and cyclohexyl, a haloalkyl of up to six carbon atoms, -R 4 -O-R 5 or -R 4 -S-R 5 , where R 4 is an alkylene of up to six carbon atoms and R 5 is an alkyl of up to six carbon atoms, or ##STR34## where Z is nitro (NO 2 ), chloro (Cl), bromo (Br), fluoro (F), or R 5 , and n is 0, 1, 2, or 3; R 1 is an alkyl of up to three carbon atoms or allyl; R 2 is hydroxy (OH), chloro (Cl), or bromo (Br); and R 3 is hydrogen (H), an alkyl of up to four carbon atoms, allyl, or hydroxy (OH).
Claim 2
Independent Claim 177 words
A method of controlling weeds which comprises contacting the weeds with a herbicidally effective amount of a compound of Formula I: ##STR32## wherein: A is ##STR33## where R is an alkyl of up to six carbon atoms, an alkenyl of up to five carbon atoms, an alkynyl of of up to five carbon atoms, a cycloalkyl selected from the group consisting of cyclopropyl, cyclobutyl, cyclopentyl, and cyclohexyl, a haloalkyl of up to six carbon atoms, -R 4 -O-R 5 or -R 4 -S-R 5 , where R 4 is an alkylene of up to six carbon atoms and R 5 is an alkyl of up to six carbon atoms, or ##STR34## where Z is nitro (NO 2 ), chloro (Cl), bromo (Br), fluoro (F), or R 5 , and n is 0, 1, 2, or 3; R 1 is an alkyl of up to three carbon atoms or allyl; R 2 is hydroxy (OH), chloro (Cl), or bromo (Br); and R 3 is hydrogen (H), an alkyl of up to four carbon atoms, allyl, or hydroxy (OH).
Claim 3
Dependent Claim 10 words
The method as recited in claim 1, which is 3-[3-(1,1-dimethylethyl)-5-isoxazolyl]-4,5-dihydroxy-1-methyl-2-imidazolidinone.
Claim 4
Dependent Claim 10 words
The method as recited in claim 1, which is 3-[5-(1,1-dimethylethyl)-3-isoxazolyl]-4,5-dihydroxy-1-methyl-2-imidazolidinone.
Claim 5
Dependent Claim 10 words
The method as recited in claim 1, which is 3-[5-(1,1-dimethylethyl)-3-isoxazolyl]-4-hydroxy-1-methyl-2-imidazolidinone.

References Cited (Backward Citations)

US3544582A Cited
US3773780A Cited
US3847935A Cited
DE2727586A1 Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1984-11-23 1985-05-25 1985-11-24 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1988-11-23 1989-05-25 1989-11-24 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1992-11-23 1993-05-25 1993-11-24 $7700.00 Window Closed / Lapsed

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