Bayer Aktiengesellschaft

Edgar Enders

Wilhelm Stendel

Paul-Ernst Frohberger

Wilhelm Brandes

Ingeborg Hammann

Herbert Voege

Robert R Schmidt

Karl H Buchel

Ludwig Eue

Hans Scheinpflug

Christa Fest

Helmut Kaspers

Hartmund Wollweber

Peter Kraus

Wolfgang Gau

Jurgen-Dietrich Meier

Volker Ebbighausen

Christian Wunsche

Marc Francque

N-Aryl-N'-(cyclo)-alkyl-thioureas of the formula ##STR1## in which R.sup.1 represents alkyl-(C.sub.1 -C.sub.6) or cycloalkyl-(C.sub.3 -C.sub.7),

N-aryl-N'-(cyclo)-alkyl-thioureas and their use as agents for combating

Mixtures of (a) bis-(2-X-phenyl)carbodiimides in which X is an alkyl or cycloalkyl group, which carbodiimide may be further substituted on each phenyl group by one or more halo, alkyl or cycloalkyl groups, and (b) quaternary ammonium compounds demonstrate superior ectoparasiticidal properties. Ectoparasiticidal compositions comprising these carbodiimides and quaternaries are described.

Ectoparasiticidal compositions and use

The present invention provides, as compounds, the substituted 4,5-dihydroxy-imidazolidine-2-thiones of the general formula ##STR1## in which R.sup.1, R.sup.2 and R.sup.3, which are selected independently of one another each represent hydrogen, optionally substituted alkyl, optionally substituted alkoxy or halogen and

Substituted 4,5-dihydroxy-imidazolidine-2-thiones and their use as

4,5-Dichloro-3-substituted-phenylimino-1,2-dithiolenes of the formula ##STR1## in which R is optionally chlorine-substituted or methoxy-substituted phenyl which carries at least one substituent selected independently from fluorine, bromine, iodine, cyano, thiocyanato, nitro, alkyl, cycloalkyl, halogenoalkyl, aryl, alkoxy with 2-6 carbon atoms, aryloxy, alkylthio, arylthio, acylamino, dialkylamino, alkoxycarbonyl, alkycarbonyl, aminocarbonyl, alkysulphonyl, alkoxysulphonyl, aryloxysulphonyl, aminosulphonyl and N-containing heterocyclic rings, or represents phenyl which is monosubstituted, disubstituted or trisubstituted by chlorine in the 2-, 3-, 2,3-, 2,6-, 3,5-, 2,5-, 3,4,5-, 2,4,6- or 2,4,5-positions, and

Pesticidally active

Certain new 2-aryliminothiazolines which can optionally be ring-alkylated are provided and, particularly, a new process is provided for the preparation of solutions of said 2-aryliminothiazolines. The 2-aryliminothiazoline solutions obtained are of about 10-80% strength, preferably about 20-70% strength and can be used as such or diluted and used, for example, as tickicidal agents.

Process for the preparation of 2-aryliminothiazoline solutions

Compositions of bis(ortho-substituted phenyl)carbodiimides and

N-Aryl- or -heteroaryl-N'-(2,3-dihalogeno-alkanoyl)-ureas of the formula ##STR1## in which R and R' each independently is hydrogen or alkyl,

N-aryl-N'-(2,3-dihalogeno-alkanoyl)-ureas

2-PHENYLIMINOPYRROLIDINES, I.E. 1-[ALKYL AND ALKENYL]-2-[DI AND TRI (HALO AND ALKYL SUBSTITUTED)-PHENYLIMINO]-[OPTIONALLY 3-, 4- OR 5- ALKYL SUBSTITUTED]-PYRROLIDINES, WHICH POSSESS PARASITICIDAL PROPERTIES, ESPECIALLY ANIMAL ACARID ECTOPARASITICIDAL PROPERTIES, AND WHICH MAY BE PRODUCED BY CONVENTIONAL METHODS.

Certain 1-alkyl-2-dichlorophenyliminopyrrolidines

Herbicidal methods employing, as an active herbicidal ingredient, N-(3,4-dichlorophenyl)-N',N'-dimethylthiourea of the formula ##STR1## ALONE OR IN ADMIXTURE WITH A DILUENT OR CARRIER.

Herbicidal agents

2-(Alkylhalophenylimino)-1,3-dithiolanes are ectoparasiticidal agents. The compounds, of which 2-(2-methyl-4-chlorophenylimino)-1,3-dithiolane is a typical example, are obtained by condensation of a salt of the corresponding N-phenyldithiocarbamic acid and a vic-dihaloalkane.

2-(Alkylhalophenylimino)dithiolanes and ectoparasiticidal composition

Fungicidal compositions containing, and methods of combating fungi, using 1-aryl-5-alkylidene-2,4-dioxo-imidazolidines of the formula ##STR1## in which R is aryl optionally substituted by nitro; by halogen; by alkyl, alkoxy, alkylthio, alkylsulfinyl or alkylsulfonyl each with up to 6 carbon atoms; by haloalkyl with up to 5 halogen atoms and 1 or 2 carbon atoms; by cycloalkyl with 5 or 6 carbon atoms; by hydroxyl; by cyano; by thiocyanato; by acetyl; by formyl; by phenyl or phenoxy each optionally carrying halogen or nitro as substituents; by phenylthio; by phenylsulfonyl; by halosulfonyl; by benzyl; by anilino; by monoalkylamino or dialkylamino, each with up to 4 carbon atoms in each alkyl moiety; or by a cyclic amine radical in which the amine nitrogen is a constituent of a 5-membered or 6-membered heterocyclic structure which can in addition contain at least one further hetero-atom selected from the group consisting of nitrogen, oxygen and sulfur ring members; it being possible for an aryl radical to be substituted by the group ##STR2## R' is hydrogen or alkyl with up to 6 carbon atoms, EXHIBIT STRONG FUNGICIDAL PROPERTIES.

Combating fungi with 1-aryl-5-alkylidene-2,4-dioxo-imidazolidines

1-ARYL-5-ALKYLIDENE-2,4-DIOXO-IMIDAZOLIDINE AND N-aryl-N'-(2,3-dihalogen alkanoyl)-ureas are disclosed. The latter compounds are reacted with an alkali metal alkoxide in a solvent at a temperature in the range of between 20.degree. C and the boiling temperature of the solvent to produce the dioxo-imidazolidenes, which may be used as herbicides, fungicides, bactericides, nematocides or as coccidiostatics.

1-Aryl-5-alkylidene,2,4-dioxo-imidazolidines and process therefor

2-Alkyl-phenylhydrazonoimidazolenines of the formula ##SPC1## In which

2-Alkyl-phenylhydrazonomidazolenines

Compositions and methods of using 3-amino-propionic acid chloroanilides of the formula ##SPC1## In which

Fungicidally active 3-amino-propionic acid chloroanilides

2-Phenyliminopyrrolidines of the formula: ##EQU1## or salts thereof, WHEREIN

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Cologne, Germany

Edgar Enders