Claims
- 1. An N-aryl or N-alkylsulfonylaminal of the formula ##STR135## in which R.sup.1 represents hydrogen, represents straight-chain or branched alkyl having 1 to 8 carbon atoms or represents optionally monosubstituted or polysubstituted phenyl wherein said substituents are halogen; cyano; nitro; in each case straight-chain or branched alkyl, alkoxy, alkylthio, alkylsulfinyl or alkylsulfonyl having in each case 1 to 6 carbon atoms; in each case straight-chain or branched halogenoalkyl, hatogenoalkoxy, halogenoalkylthio, halogenoalkylsulfinyl or hatogenoalkylsulfonyl having in each case 1 to 6 carbon atoms and 1 to 13 identical or different halogen atoms; in each case-straight-chain or branched alkoxyalkyl, alkoxyalkoxy, alkanoyl, alkoxycarbonyl or alkoxyiminoalkyl having in each case 1 to 6 carbon atoms in the individual alkyl moieties; divalent dioxyalkylene having 1 to 5 carbon atoms which Is optionally monosubstituted or polysubstituted by identical or different substituents selected from the group consisting of halogen, straight-chain or branched alkyl having 1 to 6 carbon atoms, straight-chain or branched halogenoalkyl having 1 to 6 carbon atoms and 1 to 13 identical or different halogen atoms; or phenyl which is optionally monosubstituted or polysubstituted by identical or different substituents selected from the group consisting of halogen, straight-chain or branched alkyl having 1 to 6 carbon atoms, or straight-chain or branched halogenoalkyl having 1 to 6 carbon atoms and 1 to 13 identical or different halogen atoms,
- R.sup.2 and R.sup.3 independently of one another represent straight-chain or branched alkyl having 1 to 8 carbon atoms or represent optionally monosubstituted or polysubstituted phenyl wherein said substituents are halogen; cyano; nitro; in each case straight-chain or branched alkyl, alkoxy, alkylthio, alkylsulfinyl or alkylsulfonyl having in each case 1 to 6 carbon atoms; in each case straight-chain or branched halogenoalkyl, halogenoalkylsulfonyl halogenoalkylthio, halogenoalkylsulfinyl or halogenoalkylsulfonyl having in each case 1 to 6 carbon atoms and 1 to 13 identical or different halogen atoms; in each case straight-chain or branched alkoxyalkyl, alkoxyalkoxy, alkanoyl, alkoxycarbonyl or alkoxyiminoalkyl having in each case 1 to 6 carbon atoms in the individual alkyl moieties; divalent dioxyalkylene having 1 to 5 carbon atoms which is optionally monosubstituted or polysubstituted by identical or different substituents selected from the group consisting of halogen, straight-chain or branched alkyl having 1 to 6 carbon atoms, or straight-chain or branched halogenoalkyl having 1 to 6 carbon atoms and 1 to 13 identical or different halogen atoms; or phenyl which is optionally monosubstituted or polysubstituted by identical or different substituents selected from the group consisting of halogen, straight-chain or branched alkyl having 1 to 6 carbon atoms, or straight-chain or branched halogenoalkyl having 1 to 6 carbon atoms and 1 to 13 identical or different halogen atoms,
- Ar represents phenyl which is optionally monosubstituted to pentasubstituted by identical or different substituents consisting of halogen, C.sub.1 -C.sub.8 -alkyl, C.sub.2 -C.sub.8 -alkenyl, and C.sub.2 -C.sub.8 -alkinyl, the alkyl, alkenyl or alkinyl radicals being optionally substituted by 1 to 6 radicals selected from the group consisting of chlorine, fluorine and bromine, or C.sub.1 -C.sub.5 -alkoxy which is optionally substituted by 1 to 6 halogen atoms, or C.sub.1 -C.sub.5 -thioalkyl which is optionally substituted by 1 to 6 radicals selected from the group consisting of chlorine, fluorine and bromine, or (C.sub.1 -C.sub.5 -alkyl)carbonyloxy, or divalent dioxyalklene having 1 to 5 carbon atoms which is optionally substituted by C.sub.1 -C.sub.8 -alkoxy, C.sub.2 -C.sub.8 -alkenoxy or C.sub.2 -C.sub.8 -alkinoxy, the alkoxy, alkenoxy or alkinoxy radicals being optionally substituted by 1 to 6 halogen atoms, or by C.sub.1 -C.sub.8 -thioalkyl, C.sub.2 -C.sub.8 -thioalkenyl or C.sub.2 -C.sub.8 -thioalkinyl, the thioalkyl, thioalkenyl orthioalkinyl radicals being optionally substituted by 1 to 6 substituents selected from the group consisting of chlorine, fluorine and bromine, or by (C.sub.1 -C.sub.8 -alkyl carbonyloxy which is optionally substituted by 1 to 6 halogen atoms, or by amino which is optionally substituted by 1 or 2 identical or different alkyl radicals having 1 to 8 carbon atoms, which are optionally substituted by 1 to 6 halogen atoms, or by nitro or cyano, or by 1 to 9 identical or different halogen atoms,
- Y.sup.1, Y.sup.2 and Y.sup.3 independently of one another represent hydrogen, halogen, cyano, or nitro, represent C.sub.1 -C.sub.6 -alkyl which is optionally substituted by 1 to 8 identical or different halogen atoms, or represent C.sub.1 -C.sub.6 -alkylthio which is optionally substituted by halogen, represent C.sub.1 -C.sub.6 -alkylsulfinyl which is optionally substituted by halogen or represent C.sub.1 -C.sub.6 -alkylsulfonyl which is optionally substituted by halogen.
- 2. A compound according to claim 1, in which
- R.sup.1 represents hydrogen, represents straight-chain or branched alkyl having 1 to 6 carbon atoms or represents phenyl which is optionally monosubstituted or polysubstituted by identical or different substituents, wherein the substituents are:
- halogen; cyano; nitro; In each case straight-chain or branched alkyl, alkoxy, alkylthio, alkylsulfinyl or alkylsulfonyl having in each case 1 to 4 carbon atoms, in each case straight-chain or branched halogenoalkyl, halogenoalkoxy, halogenoalkylthio, halogenoalkylsulfinyl or halogenoalkylsulfonyl having in each case 1 to 4 carbon atoms and 1 to 9 identical or different halogen atoms; in each case straight-chain or branched alkoxyalkyl, alkoxyalkoxy, alkanoyl, alkoxycarbonyl or alkoxyiminoalkyl having in each case 1 to 4 carbon atoms in the individual alkyl moieties; divalent dioxyalkylene having 1 to 4 carbon atoms which is optionally monosubstituted to hexasubstituted by identical or different substituents consisting of halogen, straight-chain or branched alkyl, having 1 to 4 carbon atoms, or straight-chain or branched halogenoalkyl having 1 to 4 carbon atoms and 1 to 9 identical or different halogen atoms; or phenyl which is optionally monosubstituted to pentasubstituted by identical or different substituents selected from the group consisting of halogen, straight-chain or branched alkyl having 1 to 4 carbon atoms or straight-chain or branched halogenoalkyl having 1 to 4 carbon atoms and 1 to 9 identical or different halogen atoms,
- R.sup.2 and R.sup.3 independently of one another represent straight-chain or branched alkyl having 1 to 6 carbon atoms or optionally monosubstituted to trisubstituted phenyl wherein said substituents are:
- halogen; cyano; nitro- in each case straight-chain or branched alkyl, alkoxy, alkylthio, alkylsulfinyl or alkylsulfonyl having in each case 1 to 4 carbon atoms; in each case straight-chain or branched halogenoalkyl, halogenoalkoxy, halogenoalkylthio, halogenoalkylsulfinyl or halogenoalkylsulfonyl having in each case 1 to 4 carbon atoms and 1 to 9 identical or different halogen atoms; in each straight-chain or branched alkoxyalkyl, alkoxyalkoxy, alkanoyl, alkoxycarbonyl or alkoxyiminoalkyl having in each case 1 to 4 carbon atoms in the individual alkyl moieties; divalent dioxyalkylene having 1 to 4 carbon atoms which is optionally monosubstituted to hexasubstituted by identical or different substituents selected from the group consisting of halogen, straight-chain or branched alkyl having 1 to 4 carbon atoms, or straight-chain or branched halogenoalkyl having 1 to 4 carbon atoms and 1 to 9 identical or different halogen atoms; or phenyl which is optionally monosubstituted to pentasubstituted by identical or different substituents selected from the group consisting of halogen, straight-chain or branched alkyl having 1 to 4 carbon atoms, or straight-chain or branched halogenoalkyl having 1 to 4 carbon atoms and 1 to 9 identical or different halogen atoms;
- Y.sup.1, Y.sup.2 and Y.sup.3 independently of one another represent hydrogen, halogen, cyano, or nitro, represent C.sub.1 -C.sub.5 -alkyl which is optionally substituted by 1 to 6 identical or different halogen atoms, or represent C.sub.1 -C.sub.5 -alkylthio which is optionally substituted by halogen, represent C.sub.1 -C.sub.5 -alkylsulfinyl which is optionally substituted by halogen or represent C.sub.1 -C.sub.5 -alkylsulfonyl which is optionally substituted by halogen
- Ar represents phenyl which is optionally monosubstituted to tetrasubstituted by identical or different substituents consisting of fluorine, chlorine or bromine, C.sub.1 -C.sub.6 -alkyl, C.sub.2 -C.sub.6 -alkenyl, and C.sub.2 -C.sub.6 -alkinyl, the alkyl, alkenyl or alkinyl radicals being optionally substituted by 1 to 5 fluorine and/or chlorine atoms, or C.sub.1 -C.sub.4 -alkoxy which is optionally substituted by 1 to 5 fluorine and/or chlorine atoms, or C.sub.1 -C.sub.4 -thioalkyl which is optionally substituted by 1 to 5 fluorine and/or chlorine atoms, or (C.sub.1 -C.sub.4 -acyloxy, or divalent dioxyalkylene having 1 to 4 carbon atoms which is optionally substituted by C.sub.1 -C.sub.6 -alkoxy, C.sub.2 -C.sub.6 -alkenoxy or C.sub.2 -C.sub.6 -alkinoxy, the alkoxy, alkenoxy or alkinoxy radicals being optionally substituted by 1 to 5 fluorine and/or chlorine atoms, or by C.sub.1 -C.sub.6 -thioalkyl, C.sub.2 -C.sub.6 -thioalkenyl or C.sub.2 -C.sub.6 thioalkinyl, the thioalkyl, thioalkenyl or thioalkinyl radicals being optionally substituted by 1 to 5 fluorine and/or chlorine atoms, or by (C.sub.1 -C.sub.8 -alkyl)carbonyloxy which is optionally substituted by 1 to 5 fluorine and/or chlorine atoms, or by amino which is optionally substituted by 1 or 2 identical or different alkyl radicals having 1 to 6 carbon atoms, which are optionally substituted by 1 to 5 fluorine and/or chlorine atoms, or by nitro or cyano, or by 1 to 7 identical or different halogen atoms.
- 3. A compound according to claim 1, in which
- R.sup.1 represents straight-chain or branched alkyl having 1 to 4 carbon atoms or represents optionally monosubstituted or disubstituted phenyl wherein said substituents are:
- halogen; cyano; nitro; in each case straight-chain or branched alkyl, alkoxy, alkylthio, alkylsulfinyl or alkylsulfonyl having in each case 1 to 3 carbon atoms; in each case straight-chain or branched halogenoalkyl, halogenoalkoxy, halogenoalkylthio, halogenoalkylsulfinyl or halogenoalkylsulfonyl having in each case 1 to 3 carbon atoms and 1 to 7 identical or different halogen atoms; in each case straight-chain or branched alkoxyalkyl, alkoxyalkoxy, alkanoyl, alkoxycarbonyl or alkoxyiminoalkyl having in each case 1 to 3 carbon atoms in the individual alkyl moieties, divalent dioxyalkylene having 1 to 3 carbon atoms which is optionally monosubstituted to tetrasubstituted by identical or different substituents selected from the group consisting of halogen, straight-chain or branched alkyl having 1 to 3 carbon atoms, or straight-chain or branched halogenoalkyl having 1 to 3 carbon atoms and 1 to 7 identical or different halogen atoms; or phenyl which is optionally monosubstituted to trisubstituted by identical or different substituents selected from the group consisting of halogen, straight-chain or branched alkyl having 1 to 3 carbon atoms, or straight-chain or branched halogenoalkyl having 1 to 3 carbon atoms and 1 to 7 identical or different halogen atoms,
- R.sup.2 and R.sup.3 independently of one another represent straight-chain or branched alkyl having 1 to 4 carbon atoms or represents monosubstituted or disubstituted phenyl wherein said substituents are: halogen; cyano; nitro; in each case straight-chain or branched alkyl, alkoxy, alkylthio, alkylsulfinyl or alkylsulfonyl having in each case 1 to 3 carbon atoms; in each case straight-chain or branched halogenoalkyl, halogenoalkoxy, halogenoalkylthio, halogenoalkylsulfinyl or halogenoalkylsulfonyl having in each case 1 to 3 carbon atoms and 1 to 7 identical or different halogen atoms; in each case straight-chain or branched alkoxyalkyl, alkoxyalkoxy, alkanoyl, alkoxycarbonyl or alkoxyiminoalkyl having in each case 1 to 3 carbon atoms in the individual alkyl moieties; divalent dioxyalkylene having 1 to 3 carbon atoms which is optionally monosubstituted to tetrasubstituted by identical or different substituents selected from the group consisting of halogen, straight-chain or branched alkyl having 1 to 3 carbon atoms, or straight-chain or branched halogenoalkyl having 1 to 3 carbon atoms and 1 to 7 identical or different halogen atoms, or phenyl which is optionally monosubstituted to trisubstituted by identical or different substituents selected from the group consisting of halogen, straight-chain or branched alkyl having 1 to 3 carbon atoms, a straight-chain or branched halogenalkyl having 1 to 3 carbon atoms and 1 to 7 identical or different halogen atoms,
- Ar represents phenyl which is optionally monosubstituted to tetrasubstituted by identical or different substituents consisting of fluorine, chlorine or bromine, C.sub.1 -C.sub.4 -alkyl, C.sub.2 -C.sub.6 -alkenyl, and C.sub.2 -C.sub.6 -alkinyl, the alkyl, alkenyl or alkinyl radicals being optionally substituted by 1 to 5 fluorine and/or chlorine atoms, or C.sub.1 -C.sub.4 -alkoxy which is optionally substituted by 1 to 5 fluorine and/or chlorine atoms, or C.sub.1 -C.sub.4 -thioalkyl which is optionally substituted by 1 to 5 fluorine and/or chlorine atoms, or (C.sub.1 -C.sub.4 -acyloxy, divalent dioxyalkylene having 1 to 3 carbon atoms which is optionally substituted by C.sub.1 -C.sub.6 -alkoxy, C.sub.2 -C.sub.6 -alkenoxy or C.sub.2 -C.sub.6 -alkinoxy, the alkoxy, alkenoxy or alkinoxy radicals being optionally substituted by 1 to 5 fluorine and/or chlorine atoms, or by C.sub.1 -C.sub.4 -thioalkyl, C.sub.2 -C.sub.6 -thioalkenyl or C.sub.2 -C.sub.6 -thioalkinyl, the thioalkyl, thioalkenyl orthioalkinyl radicals being optionally substituted by 1 to 5 fluorine and/or chlorine atoms, or by (C.sub.1 -C.sub.5 -alkyl)carbonyloxy which is optionally substituted by 1 to 5 fluorine and/or chlorine atoms, or by amino which is optionally substituted by 1 or 2 identical or different alkyl radicals having 1 to 6 carbon atoms, which are optionally substituted by 1 to 5 fluorine and/or chlorine atoms, or by nitro or cyano, or by 1 to 5 identical or different halogen atoms.
- 4. An arthropodicidal composition which comprises an effective amount of a compound according to claim 1 and an inert carrier.
- 5. A method of combatting arthropods which comprises administering to said arthropods or to a habitat to which they reside an effective amount of a compound according to claim 1.
Priority Claims (2)
Number |
Date |
Country |
Kind |
44 09 577 |
Mar 1994 |
DEX |
|
44 13 659 |
Apr 1994 |
DEX |
|
Parent Case Info
This is a divisional application of Ser. No. 08/716,255, filed Sep. 19, 1996, now U.S. Pat. No. 5,726,199, which is a 371 of PCT/EP95/00853.
US Referenced Citations (6)
Foreign Referenced Citations (6)
Number |
Date |
Country |
0 515 941 |
Dec 1992 |
EPX |
0 545 103 |
Jun 1993 |
EPX |
42 37 548 |
May 1994 |
DEX |
42 37 557 |
May 1994 |
DEX |
WO 92 13451 |
Aug 1992 |
WOX |
WO 93 24001 |
Dec 1993 |
WOX |
Non-Patent Literature Citations (1)
Entry |
Cram & Hammond, "Organic Chemistry," McGraw-Hill Book Co., NY (1964) 2nd Ed., pp. 565-567. |
Divisions (1)
|
Number |
Date |
Country |
Parent |
716255 |
Sep 1996 |
|