Claims
- 1. A herbicidal phenylsulfonyl 2-imidazolin-5-one compound of formula (I) ##STR52## wherein A is hydrogen; straight or branched C.sub.1 -C.sub.4 alkyl, optionally substituted with one to three halogens, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 alkylsulfinyl, C.sub.1 C.sub.4 alkylsulfonyl, carboalkoxy, phenyl, or oxo;
- straight or branched C.sub.2 -C.sub.4 alkenyl, optionally substituted with one to three halogens or phenyl; or
- C.sub.2 -C.sub.4 alkynyl, optionally substituted with one to three halogens; R.sub.1 is C.sub.1 -C.sub.4 alkyl;
- R.sub.2 is C.sub.1 -C.sub.4 alkyl or C.sub.3 -C.sub.6 cycloalkyl; and when R.sub.1 and R.sub.2 are taken together with the carbon to which they are attached, they may be C.sub.3 -C.sub.6 cycloalkyl optionally substituted with methyl;
- and when R.sub.1 and R.sub.2 are not the same, thus creating an asymmetric center, an optical isomer thereof; and
- Q is represented by formula (III) ##STR53## wherein R.sub.3 -R.sub.7 are each hydrogen, halogen; nitro; cyano; straight or branched C.sub.1 -C.sub.4 alkyl, optionally substituted with one or more halogens or phenyl;
- straight or branched C.sub.2 -C.sub.4 alkenyl, optionally substituted with one to three halogens;
- OR.sub.8 where R.sub.8 is hydrogen; C.sub.1 -C.sub.4 alkyl, optionally substituted with halogen(s), C.sub.1 -C.sub.4 alkoxy, or phenyl; or C.sub.2 -C.sub.4 alkenyl optionally substituted with one to three halogens or phenyl;
- phenyl, optionally substituted with one to three halogens, one to three C.sub.1 -C.sub.4 alkyl, one to three C.sub.1 -C.sub.4 alkoxy, or one to two nitro;
- C.sub.1 -C.sub.4 alkylcarbonyl, optionally substituted with halogen(s);
- C.sub.1 -C.sub.4 alkylthio, optionally substituted with halogen(s);
- C.sub.1 -C.sub.4 alkylsulfinyl, optionally substituted with halogen(s);
- C.sub.1 -C.sub.4 alkylsulfonyl, optionally substituted with halogen(s);
- amino, optionally substituted with C.sub.1 -C.sub.4 alkyl;
- CO.sub.2 R.sub.9 where R.sub.9 is hydrogen or C.sub.1 -C.sub.4 alkyl, optionally substituted with one to three halogens; or
- R.sub.3 -R.sub.4, R.sub.4 -R.sub.5, R.sub.5 -R.sub.6, R.sub.6 -R.sub.7 may also be --(CH.dbd.CH--CH.dbd.CH)--, optionally substituted with up to three of the substituents described for R.sub.3 -R.sub.7 above;
- with the proviso that no more than three of R.sub.3 -R.sub.7 can be: cyano, nitro, (substituted-phenyl, alkylcarbonyl, alkylthio, alkylsulfinyl, alkylsulfonyl, amine or CO.sub.2 R.sub.9.
- 2. A compound according to claim 1, wherein A is hydrogen or methyl; R.sub.1 is methyl; R.sub.2 is isopropyl; and R.sub.3 -R.sub.7 are each hydrogen, halogen(s) or C.sub.1 -C.sub.4 alkyl(s), optionally substituted with halogen.
- 3. A compound according to claim 2, wherein A is methyl; R.sub.1 is methyl; R.sub.2 is isopropyl; R.sub.3 is hydrogen, halogen or methyl; and R.sub.5 is halogen or methyl.
- 4. A compound according to claim 3, 4-isopropyl-2,4-dimethyl-1-(p-tolylsulfonyl)-2-imidazolin-5-one.
- 5. A compound according to claim 3, 1,-[(p-chlorophenyl)sulfonyl]-4-isopropyl-2,4-dimethyl-2-imidazolin-5-one.
- 6. A compound according to claim 3, 1-[(4-chloro-o-tolyl)sulfonyl]-4-isopropyl-2,4-dimethyl-2-imidazolin-5-one
- 7. A compound according to claim 3, (S)-(-)-1-[(4-chloro-o-tolyl)sulfonyl-4-isopropyl-2,4-dimethyl-2-imidazolin-5-one.
Parent Case Info
This application is a division of copending application Ser. No. 07/214,507, filed July 7, 1988, now U.S. Pat. No. 4,883,914, issued No. 28, 1989, which is a continuation-in-part of application Ser. No. 07/086,416, filed Aug. 7, 1987, abandoned.
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Number |
Name |
Date |
Kind |
3432507 |
Paquette |
Mar 1969 |
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4132786 |
Moreau et al. |
Jan 1979 |
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4218238 |
Taylor et al. |
Aug 1980 |
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4404012 |
Orwick et al. |
Sep 1983 |
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Non-Patent Literature Citations (4)
Entry |
Chemical Abstracts, vol. 95, No. 17, Abstract 144568a, Oct. 26, 1981, p. 109. |
Chemical Abstracts, vol. 98, No. 1, Abstract 188r, Jan. 3, 1983, p. 190. |
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Divisions (1)
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Number |
Date |
Country |
Parent |
214507 |
Jul 1988 |
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Continuation in Parts (1)
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Number |
Date |
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86416 |
Aug 1987 |
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