Anellated triazole compounds

Details Anellated triazole compounds Anellated triazole compounds

1995-04-24

1997-02-25

Shah, Mukund J.

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Heterocyclic carbon compounds containing a hetero ring...

544 66, 544 68, 540545, 548126, 514211, 514364, A61K 31535, C07D27304

Patent

active

056058985

DESCRIPTION:

BRIEF SUMMARY
This application is the National phase of PCT/EP93/02937 filed Oct. 26, 1993. This Invention relates to novel anellated triazole compounds of the formula I ##STR1## in which R.sup.A, m, n, X--X, V, W and Q have the meaning stated in the specification; a method of their preparation: and their use as herbicides.


Anellated Triazole Compounds

This invention relates to novel anellated triazole compounds: a method for their preparation: and their use as herbicides.
It has already been disclosed that certain anellated triazole compounds (see EP-A 0 210 137, U.S. Pat. No. 4,560,752, GB-A 2 150 929) can be employed as herbicides.
Now novel anellated triazole compounds have been found that exhibit markedly better herbicidal activity with excellent selectivity.
The subject of the present invention therefore comprises the use of compounds of formula I as herbicides ##STR2## wherein X--X represents C-O, C-S or C-NR.sup.1 ; m is 4 or 6; n is 0, 1 or 2, * means position number plus n;
W is independently of each other O or S; V is ##STR3## R.sup.A fill up the free 3 to 5* positions and are independently of each other, hydrogen, hydroxy (only one time each position), oxo (each reduces m by 1). haloalkyl CO.sub.2 H, CO.sub.2 R.sup.2, halogen, CN, C(O)NR.sup.11 R.sup.12 or an organic residue having up to 15 C-atoms which can be substituted, interrupted and/or combined with the heterocycle with one or more hereto atoms such as N, O or S; ##STR4## R.sup.1 is hydrogen, hydroxy, halogen, (C.sub.1 -C.sub.8)alkyl, CN, (C.sub.1 -C.sub.8)haloalkyl, (C.sub.1 -C.sub.8)alkenyl, (C.sub.1 -C.sub.8)alkynyl, COR.sup.3, CHO, OR.sup.3, CO.sub.2 R.sup.2, C(O)SR.sup.2 or C(O)NR.sup.11 R.sup.12 ; (C.sub.1 -C.sub.8)alkenyl, (C.sub.1 -C.sub.8)alkynyl, COR.sup.3 ; -C.sub.8)alkenyl, (C.sub.3 -C.sub.8)alkynyl, (C.sub.1 C.sub.8)haloalkyl, (C.sub.2 -C.sub.8)alkoxyalkyl, (C.sub.2 -C.sub.8)carboxy alkyl, (C.sub.8 -C.sub.8)alkoxycarbonylalkyl, (C.sub.4 -C.sub.8)alkenyloxyalkyl, (C.sub.4 -C.sub.8)alkynyloxyalkyl, (C.sub.3 -C.sub.8)haloalkoxyalkyl, (C.sub.3 -C.sub.8)trialkylsilyl, (C.sub.3 -C.sub.8)cyanoalkyl, (C.sub.3 -C.sub.8)haloalkenyl, (C.sub.3 -C.sub.8)haloalkynyl, (C.sub.2 -C.sub.8)alkyl carbonyl, (C.sub.2 -C.sub.8)alkoxycarbonyl, (C.sub.2 -C.sub.8)haloalkoxycarbonyl, P(O)(OR.sup.17).sub.2, CHR.sup.16 P(O)(OR.sup.17).sub.2 or CHR.sup.16 P(S)OR.sup.16 P(S)OR.sup.17).sub.2, phenyl or benzyl optionally substituted with halogen, (C.sub.1 -C.sub.3)alkyl, (C.sub.1 -C.sub.3)haloalkyl of (C.sub.1 -C.sub.4)alkoxy.
Preferred are compounds of formula 1 having at least one of the following specifications OR.sup.3, (C.sub.1 -C.sub.8)alkyl, (C.sub.1 -C.sub.8)haloalkyl, (C.sub.2 -C.sub.8)alkenl, (C.sub.2 -C.sub.8)alkynyl, S(O).sub.n R.sup.3, COR.sup.3, CO.sub.2 R.sup.2, C(O)SR.sup.2, C(O)NR.sup.11 R.sup.12 or CN: SCH.sub.3, OCHF.sub.2, halogen, CN or NO.sub.2 : halogen, OR.sup.10, S(O).sub.n R.sup.10, COR.sup.10, C(O)SR.sup.10, CO.sub.2 R.sup.10, SCH.sub.2 C.tbd.CH, C(O)NR.sup.11 R.sup.12, CHO CH.dbd.CHCO.sub.2 R.sup.10, CO.sub.2 N.dbd.CR.sup.13 R.sup.14, NO.sub.2, CN, NHSO.sub.2 R.sup.15 or NHSO.sub.2 NHR.sup.15 ; (C.sub.1 -C.sub.3)haloalkyl or halogen; when Q is Q-2, Q-5 or Q-6, R.sup.7 and R.sup.8 together with the carbon to which they are attached may be C.dbd.O; haloalkyl, (C.sub.2 -C.sub.6)alkoxyalkyl, (C.sub.3 -C.sub.6)alkenyl or (C.sub.3 -C.sub.6 )alkynyl; -C.sub.8)alkenyl, (C.sub.3 -C.sub.6)alkynyl, (C.sub.1 -C.sub.8)haloalkyl, (C.sub.2 -C.sub.8)alkoxyalkyl, (C.sub.2 -C.sub.6)alkylthioalkyl, (C.sub.2 -C.sub.8)alkylsulfinylalkyl, (C.sub.2 -C.sub.8)alkylsulfonylalkyl, (C.sub.3 -C.sub.8)alkoxyalkoxyalkyl, (C.sub.4 -C.sub.8)cycloalkylalkyl, (C.sub.2 -C.sub.4)carboxyalkyl, (C.sub.3 -C.sub.8)alkoxycarbonylalkyl. (C.sub.6 -C.sub.8)alkenyloxycarbonylalkyl, (C.sub.6 -C.sub.8)alkynyloxycarbonylalkyl, (C.sub.6 -C.sub.8)cycloalkoxyalkyl, (C.sub.4 -C.sub.8)alkenyloxyalkyl. (C.sub.4 -C.sub.8)alkynyloxyalkyl, (C.sub.3 -C.sub.8)haloalkoxyalkyl, (C.sub.4 -C.sub.8)haloalkenyloxyalkyl, (C.sub.4 -C.sub.8)haloalkynyloxyalkyl, (C.sub.6 -C.sub.8)cycloalkylthioalkyl, (C.sub.4

REFERENCES:
Hall, J. H. et al. J. Org. Chem. 48, 822-826 (1983).
Turner, S. R. et al. J. Org. Chem. 36, 2838-2840 (1971).

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