Arthropodicidal amidrazone ureas

A compound of the formula ##STR14## wherein:

• A is selected from the group O, SO.sub.2, C(O), CH.sub.2, CH.sub.2 CH.sub.2, CH.dbd.CH, and OCH.sub.2, wherein each hydrogen attached to a ring carbon can be optionally replaced with a substituent independently selected from the group halogen, C.sub.1 -C.sub.6 alkyl, C.sub.3 -C.sub.6 cycloalkyl, C.sub.1 -C.sub.6 haloalkyl, C.sub.3 -C.sub.6 halocycloalkyl, C.sub.4 -C.sub.7 cycloalkylalkyl, C.sub.2 -C.sub.4 alkoxycarbonyl and phenyl, wherein phenyl can be optionally substituted with 1 to 3 substituents independently selected from W;
• X is selected from the group O and S;
• R.sup.1 and R.sup.2 are independently selected from the group H, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 haloalkyl, C.sub.3 -C.sub.6 cycloalkyl, C.sub.3 -C.sub.6 halocycloalkyl, C.sub.4 -C.sub.7 cycloalkylalkyl, C.sub.4 -C.sub.7 halocycloalkylalkyl, C.sub.2 -C.sub.6 alkenyl, C.sub.2 -C.sub.6 haloalkenyl, C.sub.2 -C.sub.6 alkynyl, C.sub.2 -C.sub.6 haloalkynyl, C.sub.2 -C.sub.6 alkoxyalkyl, C.sub.1 -C.sub.6 alkylthio, C.sub.2 -C.sub.6 alkylthioalkyl, C.sub.1 -C.sub.6 nitroalkyl, C.sub.2 -C.sub.6 cyanoalkyl, C.sub.3 -C.sub.8 alkoxycarbonylalkyl, halogen, CN, NO.sub.2, N.sub.3, SCN, OR.sup.6, SR.sup.6, S(O)R.sup.6, S(O).sub.2 R.sup.6, N(R.sup.7)R.sup.8, C(O)R.sup.6, C(O)OR.sup.6, C(O)N(R.sup.7)R.sup.8, OC(O)R.sup.6, OC(O)OR.sup.6, OC(O)N(R.sup.7)R.sup.8, N(R.sup.9)C(O)R.sup.7, N(R.sup.9)C(O)N(R.sup.7)R.sup.8, OS(O).sub.2 R.sup.7, N(R.sup.8)S(O).sub.2 R.sup.7 ;
• and phenyl or benzyl each optionally substituted with 1 to 3 substituents independently selected from W;
• when m is 2, R.sup.1 is optionally taken together as OCH.sub.2 O, OCH.sub.2 CH.sub.2 O or CH.sub.2 CH.sub.2 O to form a 5- or 6-membered fused ring, each carbon optionally substituted with 1 or 2 substituents independently selected from the group halogen and methyl;
• when n is 2, R.sup.2 is optionally taken together as OCH.sub.2 O, OCH.sub.2 CH.sub.2 O or CH.sub.2 CH.sub.2 O to form a 5- or 6-membered fused ring, each carbon optionally substituted with 1 or 2 substituents independently selected from the group halogen and methyl;
• R.sup.3 is selected from the group H, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 haloalkyl, C.sub.2 -C.sub.6 alkylcarbonyl and C.sub.2 -C.sub.6 alkoxycarbonyl;
• C.sub.1 -C.sub.6 alkyl substituted with a group selected from CN, NO.sub.2, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkoxy, C.sub.1 -C.sub.4 alkylthio and C.sub.2 -C.sub.4 alkoxycarbonyl;
• and phenyl and benzyl each optionally substituted with 1 to 3 substituents independently selected from W;
• R.sup.4 and R.sup.5 are independently selected from the group H, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 haloalkyl, C.sub.3 -C.sub.6 cycloalkyl, C.sub.3 -C.sub.6 halocycloalkyl, C.sub.4 -C.sub.7 cycloalkylalkyl, C.sub.4 -C.sub.7 halocycloalkylalkyl, C.sub.2 -C.sub.6 alkoxyalkyl, C.sub.2 -C.sub.6 alkenyl, C.sub.2 -C.sub.6 alkynyl, CHO, C.sub.2 -C.sub.6 alkylcarbonyl, C.sub.2 -C.sub.6 alkoxycarbonyl, C(O)R.sup.18, C(O)OR.sup.18, C.sub.1 -C.sub.6 alkylthio, C.sub.1 -C.sub.6 haloalkylthio, phenylthio, R.sup.11 OC(O)N(R.sup.12)S-, R.sup.13 (R.sup.14)NS-, N.dbd.C(R.sup.15)R.sup.16, OR.sup.6, and N(R.sup.15)R.sup.16 ;
• C.sub.1 -C.sub.6 alkyl substituted with a group selected from CN, NO.sub.2, C.sub.1 -C.sub.4 haloalkoxy, C.sub.1 -C.sub.4 alkylthio, C.sub.1 -C.sub.4 alkylsulfinyl, C.sub.1 -C.sub.4 alkylsulfonyl, C.sub.2 -C.sub.4 alkylcarbonyl and C.sub.2 -C.sub.4 alkoxycarbonyl;
• and phenyl and benzyl each optionally substituted with 1 to 3 substituents independently selected from W;
• R.sup.6 and R.sup.7 are selected from the group H, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 haloalkyl, C.sub.4 -C.sub.7 cycloalkylalkyl, C.sub.4 -C.sub.7 halocycloalkylalkyl, C.sub.2 -C.sub.6 alkenyl, C.sub.2 -C.sub.6 halolalkenyl, C.sub.2 -C.sub.6 alkynyl, C.sub.2 -C.sub.6 haloalkynyl, C.sub.2 -C.sub.6 alkoxyalkyl, C.sub.2 -C.sub.6 alkylthioalkyl, C.sub.1 -C.sub.6 nitroalkyl, C.sub.2 -C.sub.6 cyanoalkyl, C.sub.3 -C.sub.8 alkoxycarbonylalkyl, C.sub.3 -C.sub.6 cycloalkyl and C.sub.3 -C.sub.6 halocycloalkyl;
• and phenyl and benzyl each optionally substituted with 1 to 3 substituents independently selected from W;
• R.sup.8 and R.sup.9 are independently selected from the group H, C.sub.1 -C.sub.4 alkyl, C.sub.2 -C.sub.4 alkenyl, C.sub.2 -C.sub.4 alkynyl;
• or when R.sup.7 and R.sup.8 are attached to the same atom they can optionally be taken together as --CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 --, --CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 -- or --C.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2 --;
• R.sup.11 is C.sub.1 -C.sub.6 alkyl;
• R.sub.12 is C.sub.1 -C.sub.4 alkyl;
• R.sup.13 and R.sup.14 are independently C.sub.1 -C.sub.4 alkyl;
• or
• R.sup.13 and R.sup.14 can be taken together as --CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 -- or --CH.sub.2 CH.sub.2 OCH.sub.2 CH.sub.2 --;
• R.sup.15 is selected from the group H, C.sub.1 -C.sub.4 alkyl and C(O)R.sup.17 ;
• R.sup.16 is selected from the group H, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 haloalkyl;
• and phenyl optionally substituted with 1 to 3 substituents independently selected from W;
• or
• R.sup.15 and R.sup.16 can be taken together as --CH.sub.2 CH.sub.2 CH.sub.2 --, --CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 -- or --CH.sub.2 CH.sub.2 CH.sub.2 CH.sub.2 --;
• R.sup.17 is selected from the group H, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, C.sub.1 -C.sub.6 haloalkyl, C.sub.2 -C.sub.6 alkenyl, C.sub.2 -C.sub.6 haloalkenyl, C.sub.2 -C.sub.6 alkynyl, C.sub.3 -C.sub.6 haloalkynyl, C.sub.2 -C.sub.6 alkoxyalkyl, C.sub.2 -C.sub.6 alkylthioalkyl, C.sub.1 -C.sub.6 nitroalkyl, C.sub.2 -C.sub.6 cyanoalkyl;
• C.sub.3 -C.sub.8 alkoxycarbonylalkyl, C.sub.3 -C.sub.6 cycloalkyl, C.sub.3 -C.sub.6 halocycloalkyl;
• and phenyl and benzyl each optionally substituted with 1 to 3 substituents independently selected from W;
• R.sup.18 is phenyl optional substituted with 1 to 3 substituents independently selected from W;
• W is selected from the group halogen, CN, N(R.sup.7)R.sup.8, NO.sub.2, C.sub.1 -C.sub.2 alkyl, C.sub.1 -C.sub.2 haloalkyl, C.sub.1 -C.sub.2 alkoxy, C.sub.1 -C.sub.2 haloalkoxy, C.sub.1 -C.sub.2 alkylthio, C.sub.1 -C.sub.2 haloalkylthio, C.sub.1 -C.sub.2 alkylsulfonyl and C.sub.1 -C.sub.2 haloalkylsulfonyl;
• m is 1 to 3;
• and
• n is 1 or 2.