Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...
Patent
1995-05-26
1996-02-06
Hollrah, Glennon H.
Organic compounds -- part of the class 532-570 series
Organic compounds
Heterocyclic carbon compounds containing a hetero ring...
549511, 549510, C07D33104, C07D30506
Patent
active
054896959
ABSTRACT:
N-Phenylsulfonyl-N'-pyrimidinyl-,-N'-triazinyl- and-N'-triazolylureas and -thioureas of formula I ##STR1## in which X is oxygen, sulfur, SO or SO.sub.2 ; W is oxygen or sulfur, R.sub.1 is hydrogen or methyl; R.sub.2 is hydrogen, fluorine, chlorine, bromine, iodine, (X).sub.n R.sub.3, NO.sub.2, NR.sub.4 R.sub.5, --C.tbd.CR.sub.6, ##STR2## or cyano; n is the number 0 or 1; R.sub.3 is C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkyl which is substituted by 1-4 halogen atoms, C.sub.1 -C.sub.3 alkoxy or C.sub.1 -C.sub.3 alkylthio; or C.sub.2 -C.sub.4 alkenyl or C.sub.2 -C.sub.4 alkenyl which is substituted by 1-4 halogen atoms; R.sub.4 is hydrogen, CH.sub.3 O, CH.sub.3 CH.sub.2 O or C.sub.1 -C.sub.3 alkyl; R.sub.5 is hydrogen or C.sub.1 -C.sub.3 alkyl; R.sub.6 is hydrogen, methyl or ethyl; R.sub.7 is hydrogen or methyl; Z is ##STR3## E is methine or nitrogen; R.sub.8 is C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkoxy, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 haloalkylthio, C.sub.1 -C.sub.4 alkylthio, halogen, C.sub.2 -C.sub.5 alkoxyalkyl, C.sub.2 -C.sub.5 alkoxyalkoxy, amino, C.sub.1 -C.sub.3 alkylamino or di(C.sub.1 -C.sub.3 alkyl)amino; R.sub.9 is C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkoxy, C.sub.1 -C.sub.4 haloalkylthio, C.sub.1 -C.sub.4 alkylthio, C.sub.2 -C.sub.5 alkoxyalkyl, C.sub.2 -C.sub.5 alkoxyalkoxy, C.sub.2 -C.sub.5 alkylthioalkyl or cyclopropyl; R.sub.10 is hydrogen, fluorine, chlorine, methyl, trifluoromethyl, CH.sub.3 O, CH.sub.3 CH.sub.2 O, CH.sub.3 S, CH.sub.3 SO, CH.sub.3 SO.sub.2 or cyano; R.sub.11 is methyl, ethyl, CH.sub.3 O, CH.sub.3 CH.sub.2 O, fluorine or chlorine; R.sub.12 is methyl, ethyl, CH.sub.3 O, CH.sub.3 CH.sub.2 O, fluorine or chlorine; R.sub.13 is C.sub.1 -C.sub.3 alkyl; and R.sub.14 is C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkoxy, chlorine or OCHF.sub. 2 ; and the salts of these compounds; with the provisos that E is methine if R.sub.8 is halogen; and E is methine if R.sub.8 or R.sub.9 is OCHF.sub.2 or SCHF.sub.2, and the salts of these compounds with amines, alkali metal or alkaline earth metal bases or quaternary ammonium bases have good pre- and postemergence selective herbicidal and growth-regulating properties.
REFERENCES:
patent: 3297718 (1967-01-01), Sander
patent: 4305884 (1981-12-01), Levitt
patent: 4579584 (1986-04-01), Meyer
patent: 4714710 (1987-12-01), Franke et al.
patent: 4741760 (1988-05-01), Meyer
patent: 4892946 (1990-01-01), Levitte
patent: 4971620 (1990-11-01), Jikihara et al.
patent: 5015284 (1991-05-01), Willms et al.
patent: 5084082 (1992-01-01), Sebastian
patent: 5127937 (1992-07-01), Arabori et al.
patent: 5209771 (1993-05-01), Meyer
Chem. Abs. No. 114:125521 "Antioxidative Properties of Thietanes and Thiiranes" Farzaliev et al, (1991).
Chem. Abs. No. 109:128730, "Synthesis and Study of 3-acyloxythietanes as antiscuffing and antiwear additives for transmission oils", Allakhverdiev et al, (1988).
Chem. Abs. No. 90:5503 "Substitution reaction of 3-thiacycloalkyl derivatives", Morita et al, (1979).
J. Chem. Soc. 2042-2044 (1932).
Acta Chem. Scand 28, Series B, 701 (1974).
J. Amer. Chem. Soc., 63, p. 2939 (1941).
J. Amer. Chem. Soc., 101, p. 5317 (1979).
J. Chem. Soc., p. 2126 (1949).
J. Chem. Soc., p. 3272 (1954).
J. Amer. Chem. Soc., p. 2705 (1956).
Acta Chem. Scand 8 p. 1111 (1954).
J. Org. Chem., 25, p. 1038 (1960).
J. Org. Chem, 38, p. 3986 (1973).
J. Org Chem., 32, p. 4117 (1967).
Bull. Chem. Soc. Jpn. 39, 364 (1966).
Bull Chem. Soc. Jpn. 45, 2203 (1972).
J. Chem. Soc C, p. 2334 (1969).
J. Chem. Soc C, p. 2371 (1968).
Synthesis, p. 758 and p. 713 (1978).
Synthesis, p. 264 (1976).
Tetrahedron Lett., p. 3415 (1978).
Tetrahedron Lett., p. 2461 (1969); p. 613 (1976); p. 1121 (1978) and 21, p. 1011 (1978.
Tetrahedron 27, p. 4821 (1971).
J. Med. Chem. 13, p. 1114 (1970).
J. Chem. Soc. Perkin Trans. I, p. 1011 (1978).
Chem. Abstract 70, 46756z (1969).
Ciba-Geigy Corporation
Hollrah Glennon H.
Lambkin Deborah
McC. Roberts Edward
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