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Pyrrolidinone Herbicides

IP.com Disclosure Number: IPCOM000241978D
Publication Date: 2015-Jun-11
Document File: 293 page(s) / 1M

Publishing Venue

The IP.com Prior Art Database

This text was extracted from a PDF file.
This is the abbreviated version, containing approximately 3% of the total text.

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        TITLE PYRROLIDINONE HERBICIDES

               FIELD OF THE INVENTION
This invention relates to certain pyrrolidinones, their
N-oxides and salts, and compositions and methods of their use for controlling undesirable vegetation.

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           BACKGROUND OF THE INVENTION
The control of undesired vegetation is extremely important in achieving high crop efficiency. Achievement of selective control of the growth of weeds especially in such useful crops as rice, soybean, sugar beet, maize, potato, wheat, barley, tomato and plantation crops, among others, is very desirable. Unchecked weed growth in such useful crops can

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cause significant reduction in productivity and thereby result in increased costs to the consumer. The control of undesired vegetation in noncrop areas is also important. Many products are commercially available for these purposes, but the need continues for new compounds that are more effective, less costly, less toxic, environmentally safer or have different sites of action.

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SUMMARY OF THE INVENTION

   This invention is directed to compounds of Formula 1 (including all stereoisomers),including N-oxides and salts thereof, agricultural compositions containing them and their use as herbicides:

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wherein

Q1 is a phenyl ring or a naphthalenyl ring system, each ring or ring system optionally substituted with up to 5 substituents independently selected from R7; or a 5- to 6-membered fully unsaturated heterocyclic ring or an 8- to 10-membered heteroaromatic bicyclic ring system, each ring or ring system containing ring

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members selected from carbon atoms and 1 to 4 heteroatoms independently selected from up to 2 O, up to 2 S and up to 4 N atoms, wherein up to 3 carbon ring members are independently selected from C(=O) and C(=S), and the sulfur atom ring members are independently selected from S(=O)u(=NR8)v, each ring or ring system optionally substituted with up to 5 substituents independently

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Page 02 of 293

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selected from R7 on carbon atom ring members and selected from R9 on nitrogen atom ring members;

Q2 is a phenyl ring or a naphthalenyl ring system, each ring or ring system optionally substituted with up to 5 substituents independently selected from R10; or a 5- to 6-membered fully unsaturated heterocyclic ring or an 8- to 10-membered

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heteroaromatic bicyclic ring system, each ring or ring system containing ring members selected from carbon atoms and 1 to 4 heteroatoms independently selected from up to 2 O, up to 2 S and up to 4 N atoms, wherein up to 3 carbon ring members are independently selected from C(=O) and C(=S), and the sulfur atom ring members are independently selected from S(=O)u(=NR8)v, each ring

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or ring system optionally substituted with up to 5 substituents independently selected from R10 on carbon atom ring members and selected from R11 on nitrogen atom ring members;

Y1 and Y2 are each independently O, S or NR12;

R1 is H, hydroxy, amino, C1-C6 alkyl, C1-C6 haloalkyl, C2-C6 alkenyl, C3-C6

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alkynyl, C4-C8 cycloalkyla...