Insecticidal phenylhydrazine derivatives
AssigneesUniroyal Chemical Company, Inc., Uniroyal Chemical Ltd./Ltee
InventorsMark A. Dekeyser, Paul T. McDonald
Life of this patent
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Abstract
Compounds having the structural formula ##STR1## where X, Y, R and Z are defined in the specification are disclosed. The compounds of this invention are effective for controlling mites, nematodes, rice planthopper, tobacco budworm, and southern corn rootworm. Methods for making these compounds are also set forth.
Claims17
A compound having the structural formula:
- ##STR12## wherein X is a) phenyl;
- phenoxy;
- or benzyl;
- the phenyl ring of each substituent being optionally substituted with one or more of halogen, nitro, lower alkyl, lower alkoxy, lower haloalkyl or diaklylamino;
- or b) one substituent from group a) and one or more substituents selected from C.sub.1 -C.sub.4 alkoxy;
- halogen;
- lower alkyl;
- and lower alkylthio;
- Y is H, C.sub.1 -C.sub.4 alkanoyl, C.sub.1 -C.sub.4 haloalkanoyl, dialkoxyphosphoryl, alkylaminocarbonyl, haloalkylsulfonyl, or C.sub.1 -C.sub.4 alkoxy carbonyl;
- R is H, C.sub.1 -C.sub.6 alkoxy, C.sub.3 -C.sub.6 cycloalkoxy, haloalkyl, alkoxyalkyl, arylalkoxy, alkenyl, alkylthio, alkoxycarbonyl, alkylamino, thiophenyl, furyl, arylalkyl, haloalkoxy, aryloxy, or C.sub.3 -C.sub.6 cycloalkyl;
- and
- Z is O or S;
- with the proviso that when X is phenyl, then R is not alkylamino or alkoxycarbonyl.
A compound having the structural formula:
- ##STR13## wherein X is a) phenyl;
- lower phenylalkoxy;
- phenoxy;
- or benzyl;
- the phenyl ring of each substituent being optionally substituted with one or more of halogen, nitro, lower alkyl, lower alkoxy, lower haloalkyl or diaklylamino;
- or b) one substituent from group a) and one or more substituents selected from C.sub.1 -C.sub.4 alkoxy;
- halogen;
- lower alkyl;
- and lower alkylthio;
- Y is H, C.sub.1 -C.sub.4 alkanoyl, C.sub.1 -C.sub.4 haloalkanoyl, dialkoxyphosphoryl, alkylaminocarbonyl, haloalkylsulfonyl, or C.sub.1 -C.sub.4 alkoxy carbonyl;
- R is H, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, C.sub.3 -C.sub.6 cycloalkoxy, haloalkyl, alkoxyalkyl, arylalkoxy, alkenyl, alkylthio, alkoxycarbonyl, alkylamino, thiophenyl, furyl, arylalkyl, haloalkoxy, aryloxy, or C.sub.3 -C.sub.6 cycloalkyl;
- and
- Z is O or S;
- with the proviso that when X is phenyl, then R is not alkylamino or alkoxycarbonyl, and with the further proviso that when X is lower phenylalkoxy, Y is H and Z is O, then R is not hydrogen, methyl or trifluoromethyl.
A pesticidal composition comprising
- A) a pesticidally effective amount of a compound having the structural formula:
- ##STR14## wherein X is a) phenyl;
- lower phenylalkoxy;
- phenoxy;
- or benzyl;
- the phenyl ring of each substituent being optionally substituted with one or more of halogen, nitro, lower alkyl, lower alkoxy, lower haloalkyl or diaklylamino;
- or b) one substituent from group a) and one or more substituents selected from C.sub.1 -C.sub.4 alkoxy;
- halogen;
- lower alkyl;
- and lower alkylthio;
- Y is H, C.sub.1 -C.sub.4 alkanoyl, C.sub.1 -C.sub.4 haloalkanoyl, dialkoxyphosphoryl, alkylaminocarbonyl, haloalkylsulfonyl, or C.sub.1 -C.sub.4 alkoxy carbonyl;
- R is H, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, C.sub.3 -C.sub.6 cycloalkoxy, haloalkyl, alkoxyalkyl, arylalkoxy, alkenyl, alkylthio, alkoxycarbonyl, alkylamino, thiophenyl, furyl, arylalkyl, haloalkoxy, aryloxy, or C.sub.3 -C.sub.6 cycloalkyl;
- and
- Z is O or S;
- and
- B) an acceptable carrier.
A process for controlling undesirable pests which comprises applying to a locus to be protected a pesticidally effective amount of a compound having the structural formula:
- ##STR15## wherein X is a) phenyl;
- lower phenylalkoxy;
- phenoxy;
- or benzyl;
- the phenyl ring of each substituent being optionally substituted with one or more of halogen, nitro, lower alkyl, lower alkoxy, lower haloalkyl or diaklylamino;
- or b) one substituent from group a) and one or more substituents selected from C.sub.1 -C.sub.4 alkoxy;
- halogen;
- lower alkyl;
- and lower alkylthio;
- Y is H, C.sub.1 -C.sub.4 alkanoyl, C.sub.1 -C.sub.4 haloalkanoyl, dialkoxyphosphoryl, alkylaminocarbonyl, haloalkylsulfonyl, or C.sub.1 -C.sub.4 alkoxy carbonyl;
- R is H, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, C.sub.3 -C.sub.6 cycloalkoxy, haloalkyl, alkoxyalkyl, arylalkoxy, alkenyl, alkylthio, alkoxycarbonyl, alkylamino, thiophenyl, furyl, arylalkyl, haloalkoxy, aryloxy, or C.sub.3 -C.sub.6 cycloalkyl;
- and
- Z is O or S.
Dependencies are inferred from the claim text.