Plant protecting and regulating compositions – Plant growth regulating compositions – Organic active compound containing
Patent
1997-11-17
1999-11-30
Morris, Patricia L.
Plant protecting and regulating compositions
Plant growth regulating compositions
Organic active compound containing
5482634, A01N 43653, C07D24912
Patent
active
059942738
DESCRIPTION:
BRIEF SUMMARY
The invention relates to novel sulphonylaminocarbonyltriazolinones having halogenoalkylthio substituents, to a plurality of processes and novel intermediates for their preparation and to their use as herbicides and fungicides.
Certain sulphonylaminocarbonyltriazolinones are already known to have herbicidal properties (cf EP-A 34148, EP-A 422469, EP-A 425948, EP-A 431291, EP-A 507171). However, the activity of these compounds is not in all aspects satisfactory.
This invention accordingly provides the novel sulphonylaminocarbonyltriazolinones having halogenoalkylthio substituents of the general formula (I) ##STR2##
in which respectively optionally substituted radical from the group consisting of alkyl, alkenyl, alkinyl, alkylamino, dialkylamino, alkanoylamino, cycloalkyl, cycloalkylalkyl, cycloalkylamino, aryl, arylalkyl, group consisting of alkyl, aralkyl, aryl, heteroaryl,
The novel sulphonylaminocarbonyltriazolinones having halogenoalkylthio substituents of the general formula (I) are obtained when ##STR3## in which R.sup.1 and R.sup.2 are each as defined above in the presence of a diluent, or ##STR4## in which R.sup.1 and R.sup.2 are each as defined above and the presence of a diluent, or ##STR5## in which R.sup.1 and R.sup.2 are each as defined above the presence of a diluent, or ##STR6## in which R.sup.1 and R.sup.2 are each as defined above in the presence of a diluent, (d) are, if required, converted by customary methods into salts.
The novel sulphonylaminocarbonyltriazolinones having halogenoalkylthio substituents of the general formula (I) have strong herbicidal and/or fungicidal activity.
The invention preferably provides compounds of formula (I) in which -alkylideneamino, or optionally fluorine-, chlorine-, bromine-, cyano-, C.sub.1 -C.sub.4 -alkoxy-, C.sub.1 -C.sub.4 -alkyl-carbonyl- or C.sub.1 -C.sub.4 -alkoxy-carbonyl-substituted C.sub.1 -C.sub.6 -alkyl, or respectively optionally fluorine-, chlorine- and/or bromine-substituted C.sub.2 -C.sub.6 -alkenyl or C.sub.2 -C.sub.6 -alkinyl, or respectively optionally fluorine- and/or chlorine-substituted C.sub.1 -C.sub.6 -alkylamino, di-(C.sub.1 -C.sub.4 -alkyl)-amino or C.sub.1 -C.sub.4 -alkanoylamino, or respectively optionally fluorine-, chlorine-, bromine- and/or C.sub.1 -C.sub.4 -alkyl-substituted C.sub.3 -C.sub.6 -cycloalkyl or C.sub.3 -C.sub.6 -cycloalkyl-C.sub.1 -C.sub.4 -alkyl, or respectively optionally fluorine-, chlorine-, bromine-, cyano-, nitro-, C.sub.1 -C.sub.4 -alkyl-, trifluoromethyl-, C.sub.1 -C.sub.4 -alkoxy- and/or C.sub.1 -C.sub.4 -alkoxy-carbonyl-substituted phenyl or phenyl-C.sub.1 -C.sub.4 -alkyl, bromine-substituted C.sub.1 -C.sub.6 -alkyl or C.sub.2 -C.sub.6 -alkenyl and ##STR7##
in which fluorine, chlorine, bromine, iodine, nitro, C.sub.1 -C.sub.6 -alkyl, (which is optionally substituted by fluorine, chlorine, bromine, cyano, carboxyl, C.sub.1 -C.sub.4 -alkoxy-carbonyl, C.sub.1 -C.sub.4 -alkylamino-carbonyl, di-(C.sub.1 -C.sub.4 -alkyl)amino-carbonyl, hydroxyl, C.sub.1 -C.sub.4 -alkoxy, formyloxy, C.sub.1 -C.sub.4 -alkylcarbonyloxy, C.sub.1 -C.sub.4 -alkoxy-carbonyloxy, C.sub.1 -C.sub.4 -alkylamino-carbonyloxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -alkylsulphinyl, C.sub.1 -C.sub.4 -alkyl-sulphonyl, di-(C.sub.1 -C.sub.4 -alkyl)-aminosulphonyl, C.sub.3 -C.sub.6 -cycloalkyl or phenyl), or C.sub.2 -C.sub.6 -alkenyl (which is optionally substituted by fluorine, chlorine, bromine, cyano, C.sub.1 -C.sub.4 -alkoxycarbonyl, carboxyl or phenyl), or C.sub.2 -C.sub.6 -alkinyl (which is optionally substituted by fluorine, chlorine, bromine, cyano, C.sub.1 -C.sub.4 -alkoxy-carbonyl, carboxyl or phenyl), or C.sub.1 -C.sub.4 -alkoxy (which is optionally substituted by fluorine, chlorine, bromine, cyano, carboxyl, C.sub.1 -C.sub.4 -alkoxy-carbonyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -alkylsulphinyl or C.sub.1 -C.sub.4 -alkylsulphonyl), or C.sub.1 -C.sub.4 -alkylthio (which is optionally substituted by fluorine, chlorine, bromine, cyano, carboxyl, C.sub.1 -C.sub.4 -alkoxy-carbonyl, C.sub.1 -C.sub
REFERENCES:
patent: 4098896 (1978-07-01), Edwards
patent: 5057144 (1991-10-01), Daum et al.
patent: 5085684 (1992-02-01), Muller et al.
Heterocycles, 82:16845h (1975) p. 503: Abstract of Ger.Offen. 2,412,564.
Cram and Hammond "Organic Chemistry", McGraw-Hill Book Co., NY (1964) 2nd ed. pp. 565-567.
Bielefeldt Dietmar
Dollinger Markus
Findeisen Kurt
Gesing Ernst Rudolf F.
Jansen Johannes R.
Bayer Aktiwngesellschaft
Morris Patricia L.
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