Bayer Aktiengesellschaft

Carl Metzger

Ludwig Eue

Robert R Schmidt

Gerhard Jager

Helmuth Hack

Karl H Buchel

Wolfgang Kramer

Manfred Plempel

Werner Meiser

Rudolf Thomas

Klaus Lurssen

Wilfried Faust

Klaus-Werner Krebs

Herbert Goeldner

2-(alkyl, alkenyl and alkylmercapto)-5-[N-(alkanoyl, chloroalkanoyl, alkoxycarbonyl, phenoxy carbonyl, N'-[alkyl and alkenyl]-aminocarbonyl and N'-alkyl-N'-[alkyl and alkenyl]-aminocarbonyl)-amino]-1,3,4-thiadiazoles, i.e. 2-(alkyl, alkenyl and alkylmercapto)-5-[N-(alkanoylamino, chloroalkanoylamino, alkoxycarbonylamino, phenoxycarbonylamino, N'-[alkyl and alkenyl]-ureido and N'-alkyl-N'-[alkyl and alkenyl]-ureido)]-1,3,4-thiadiazoles, which possess herbicidal properties, and which may be produced by conventional methods.

N-substituted 5-amino-1,3,4-thiadiazoles

A process for the preparation of an anthranilamide of the formula ##STR1## in which R.sub.1 and R.sub.2 each independently is hydrogen or

Preparation of anthranilamides

New heterocyclic-substituted 1,3,4,-thiadiazole derivatives of the formula ##STR1## in which R.sup.1 is alkyl, alkenyl, haloalkyl, optionally substituted aralkyl, optionally substituted aryl, alkylthio, alkylsulfonyl, alkylsulfoxyl, aralkylthio, aralkylsulfonyl or aralkylsulfoxyl,

1,3,4-Thiadiazole compounds and herbicidal compositions

3-(1,3,4-THIADIAZOL-2-YL)-5-ACYLOXY(CARBAMOYLOXY)HYDANTOIN COMPOUNDS OF THE FORMULA: ##STR1## in which R is alkyl, haloalkyl, alkylmercapto or alkylsulfonyl,

3-(1,3,4-Thiadiazol-2-yl)-5-acyloxy(carbamoyloxy)-hydantoin compounds

1,3,4-Thiadiazol-5-yl-ureas, i.e. N-[2-(alkyl, alkylmercapto, alkenylmercapto alkynylmercapto, chloro-substituted benzylmercapto, carboxy-alkylmercapto, aminocarbonyl-alkylmercapto, chlorophenyl-aminocarbonyl-alkylmercapto, alkylsulfonyl, benzylsulfonyl and alkoxy)-1,3,4-thiadiazol-5-yl]-N-alkyl-[N'-mono- and N',N'-di-alkyl]-ureas, which possess herbicidal properties, and which may be produced by conventional methods.

Herbicidal composition and method using

New N-arylcarbamic acid esters of the formula ##STR1## in which R is lower aliphatic hydrocarbyl, optionally substituted,

N-Arylcarbamic acid esters and plant growth regulant compositions and

New N,N'-tetrasubstituted ureas of the formula ##STR1## in which X is oxygen, sulfur or an NR.sup.5 -- or SO.sub.2 --group, R is alkyl or an optionally substituted aryl group, or an optionally substituted aralkyl group, R.sup.1 and R.sup.4 are individually optionally substituted hydrocarbyl which may contain oxygen or sulfur, R.sup.2 is optionally substituted alkyl, optionally substituted alkenyl, optionally substituted alkoxy or cycloalkyl, R.sup.3 is alkyl, which may optionally be substituted by halogen, or is alkenyl, or R.sup.2 and R.sup.3 conjointly form an alkylene bridge, which can be interrupted by a hetero-atom, such as O, or N-alkyl group and which forms a heterocyclic ring with the adjoining nitrogen atom, R.sup.1 and R.sup.5, independently of one another, are each alkyl or conjointly form an alkylene bridge, which can be interrupted by a hetero-atom, such as O, and which forms a heterocyclic ring with the adjoining nitrogen atom; and Y is oxygen or sulfur; are remarkably effective and selective herbicides.

Tetrasubstituted urea compounds and herbicidal compositions

1,3,4-Thiadiazol-5-yl-ureas, i.e. N-[2-(alkyl, alkylmercapto, alkenylmercapto, alkynylmercapto, chloro-substituted benzylmercapto, carboxy-alkylmercapto, aminocarbonyl-alkylmercapto, chlorophenyl-aminocarbonyl-alkylmercapto, alkylsulfonyl, benzylsulfonyl and alkoxy)-1,3,4-thiadiazol-5-yl]-N-alkyl-[N'-mono- and N',N'-di- alkyl]-ureas, which possess herbicidal properties, and which may be produced by conventional methods.

N-(2-Ethylsulfonyl-1,3,4-thiadiazol-5-yl)-N-methyl-N'-methylurea

Cyclic amides of .alpha.-phenyl-.alpha.-imidazolyl acetic acid which are further substituted by an alkyl group or phenyl group on the .alpha.-carbon atom are antimycotic agents. A typical embodiment is diphenyl imidazolyl acetic acid piperidide.

Phenyl-imidazolyl-acetamide derivatives

Synergistic herbicidal compositions are provided, containing as active ingredients: (1) 3-(benzthiazol-2-yl)-1,3-dimethyl-urea of the formula ##STR1## and (2) 3-(5-n-butylsulphonyl-1,3,4-thiadiazol-2-yl)-1,3-dimethyl-urea of the formula ##STR2## alone or in admixture with a solid or liquid or liquefied gaseous diluent or carrier.

Synergistic herbicidal compositions

Novel cyclic N-thiadiazolyl-(2)-carboxylic acid amide compounds of the formula: ##SPC1## Wherein

Cyclic N-thiadiazolyl-(2)-carboxylic acid compounds and herbicidal

Phenyl-imidazolyl-fatty acid derivatives of the formula ##EQU1## wherein R.sup.1, R.sup.2, and R.sup.3 are the same or different, and are hydrogen or lower alkyl;

Phenyl-imidazolyl-fatty acid derivatives

New acylated urea compounds of the formula ##EQU1## IN WHICH R.sup.1 is alkyl, haloalkyl or optionally substituted aryl,

Acylated urea compounds and herbicidal compositions

Novel N,N',N'-trisubstituted N-halogenomethylurea compounds of the formula: ##EQU1## in which R.sup.1 is alkyl, cycloalkyl, cycloalkenyl, bicycloalkyl, bicycloalkenyl, aryl or aralkyl (each of which may be optionally substituted),

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Dormagen, Germany

Carl Metzger