Imperial Chemical Industries Limited

Zeneca Limited

Ian T Kay

Robert A Noon

Michael Drysdale Turnbull

David J Collins

Terence Lewis

Walter Hepworth

David Bartholomew

Emyr G Williams

Harjinder S Bansal

John M Clough

John M Cox

John E Barton

Alfred Glyn Williams

Nazim Punja

Glynn Mitchell

David J Gilman

Stephen Christopher Smith

Edward D Brown

Raymond L Sunley

John M Shribbs

Nigel John Barnes

John W Slater

Bogdan Kowalczyk

Michael R Bartley

Raymond L Sundley

David J Collings

Herbicidally active phenylsubstituted 5-and 6-membered heterocyclic

A method of killing or controlling unwanted plants by applying to the plant on to a locus thereof an effective amount of a compound of formula (I) ##STR1## or a salt thereof: wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are independently selected from hydrogen, hydroxy, alkyl, alkoxy, alkylcarbonyl, halogen, cyans, nitro, haloalkyl and haloalkoxy; R.sup.6 is hydrogen, hydroxy, amino, lower alkyl, halogen, cyano, haloalkyl, nitro, aryl, or a group C(O).sub.m R.sup.10, wherein R.sup.10 is hydrogen, alkyl, alkenyl, alkynyl or phenyl any of which may be optionally substituted and m is 1 or 2; R.sup.7 is hydrogen, lower alkyl, haloalkyl, C(O).sub.m R.sup.10 or halogen; or R.sup.6 and R.sup.7 together form an optionally substituted alkylene chain of 2 or 3 carbon atoms; R.sup.8 is hydrogen, lower alkyl or halogen or the group R.sup.7 or R.sup.8 together form an oxo group; and the group CZR.sup.9 is carboxy or an ester thereof, or R.sup.9 is a group SR.sup.10 or NR.sup.11 R.sup.12 wherein R.sup.11 is hydrogen or alkyl and R.sup.12 is hydrogen, alkyl, S(O).sub.n R.sup.10 wherein n is 0, 1 or 2; or R.sup.9 is a group NR.sup.11 NR.sup.13 R.sup.14 wherein R.sup.11, R.sup.13 and R.sup.14 are independently selected from hydrogen or alkyl; or R.sup.9 is a group --N.sup..sym. R.sup.11 NR.sup.13 R.sup.14 R.sup.20 x.sup..crclbar. wherein R.sup.11, R.sup.13, R.sup.14 and R.sup.20 are each hydrogen or alkyl, and x.sup.- is an agricultrually acceptable anion, and Z is oxygen or sulphur. Herbicidal compositions containing compounds of formula (I) are also claimed together with certain novel sub groups of compounds of formula (I) and processes for their preparation.

Herbicidal compositions

A method of killing or controlling unwanted plants by applying to the plant on to a locus thereof an effective amount of a compound of formula (I) ##STR1## or a salt thereof: wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are independently selected from hydrogen, hydroxy, alkyl, alkoxy, alkylcarbonyl, halogen, cyano, nitro, haloalkyl and haloalkoxy; R.sup.6 is hydrogen, hydroxy, amino, lower alkyl, halogen, cyano, haloalkyl, nitro, aryl, or a group C(O).sub.m R.sup.10, wherein R.sup.10 is hydrogen, alkyl, alkenyl, alkynyl or phenyl any of which may be optionally substituted and m is 1 or 2; R.sup.7 is hydrogen, lower alkyl, haloalkyl, C(O).sub.m R.sup.10 or halogen; or R.sup.6 and R.sup.7 together form an optionally substituted alkylene chain of 2 or 3 carbon atoms; R.sup.8 is hydrogen, lower alkyl or halogen or the group R.sup.7 and R.sup.8 together form an oxo group; and the group CZR.sup.9 is carboxy or an ester thereof, or R.sup.9 is a group SR.sup.10 or NR.sup.11 R.sup.12 wherein R.sup.11 is hydrogen or alkyl and R.sup.12 is hydrogen, alkyl, S(O).sub.n R.sup.10 wherein n is 0, 1 or 2; or R.sup.9 is a group NR.sup.11 NR.sup.13 R.sup.14 wherein R.sup.11, R.sup.13 and R.sup.14 are independently selected from hydrogen or alkyl; or R.sup.9 is a group --.sym.NR.sup.11 NR.sup.13 R.sup.14 R.sup.20 x.crclbar. wherein R.sup.11, R.sup.13, R.sup.14 and R.sup.20 are each hydrogen or alkyl, and x.sup.- is an agriculturally acceptable anion, and z is oxygen or sulphur. Herbicidal compositions containing compounds of formula (I) are also claimed together with certain novel sub groups of compounds of formula (I) and processes for their preparation.

The invention relates to amino substituted propenoates and their use against fungi.

Amino substituted propenoates and their use as fungicides

A compound of formula (I): ##STR1## or a salt thereof; where Z represents a heterocyclic ring and R.sup.2 and R.sup.3 are independently selected from hydrogen, nitrile, CONH.sub.2 and SO.sub.2 R.sup.4 where R.sup.4 is optionally substituted aryl, optionally substituted alkyl, aralkyl or cycloalkyl or R.sup.2 and R.sup.3 together form an optionally substituted methylene group or a bond, intermediates, compositions and insecticidal and nematocidal use.

Morpholine compounds, compositions and use

Compounds of formula: ##STR1## and stereoisomers thereof, wherein R.sup.1 is unsubstituted or substituted aryl or heteroaryl; R.sup.2 is H, alkyl, alkenyl or alkynyl; X is O, NH, or S; R.sup.3 being alkyl, alkenyl, alkynyl or COR.sup.4 where R.sup.4 has an R.sup.3 value, when X is O; R.sup.3 being --CO-- alkyl when X is NH; and R.sup.3 being alkyl, alkenyl or CSNR.sup.5 R.sup.6 where R.sup.5 and R.sup.6, which may be the same or different, are H, alkyl, alkenyl or, together with the adjacent N atom, constitute a ring, when X is S; or XR.sup.3 together represent --CN; and salts and metal complexes thereof, have fungicidal and plant growth regulating activity.

Aroylaminomethylpyridines, composition containing them, and method of

Herbicidal and fungicidal compounds of the formula ##STR1## wherein R.sup.1 is (a) a phenyl group optionally substituted by one or more halogen atoms, cyano groups, alkoxy groups, methylene- or ethylene-dioxy groups, alkyl groups, or haloalkyl groups (e.g. trifluoromethyl groups); or (b) a heteroaromatic group optionally substituted by one or more alkyl groups, haloalkyl groups or halogen atoms X is a 5-membered heteroaromatic radical linked by a ring nitrogen atom to the carbon atom bearing Y, and optionally substituted by one or more alkyl groups, and Y is a CN group; a--CSNH.sub.2 group; a--CO.sub.2 R.sup.4 group wherein R.sup.4 is an esterifying radical, for example an alkyl radical; or an amide group--CONR.sup.5 R.sup.6 wherein each of R.sup.5 and R.sup.6 may be a hydrogen atom or an alkyl radical (e.g. an alkyl radical of 1 to 6 carbon atoms).

Process for preparing biologically active amides

A compound of formula (I): ##STR1## or a salt thereof; wherein Z represents a heterocyclic ring and R.sup.2 and R.sup.3 are independently selected from hydrogen, nitrile, CONH.sub.2, and SO.sub.2 R.sup.4 wherein R.sup.4 is optionally substituted aryl, optionally substituted alkyl, aralkyl or cycloalkyl or R.sup.2 and R.sup.3 together form an optionally substituted methylene group or a bond, intermediates, compositions, insecticidal and nematicidal use.

Pyrrolidine derivatives, insecticidal compositions and use

Herbicidal and fungicidal compounds of the formula ##STR1## wherein R.sup.1 is (a) a phenyl group optionally substituted by one or more halogen atoms, cyano groups, alkoxy groups, methylene- or ethylene-dioxy groups, alkyl groups, or haloalkyl groups (e.g. trifluoromethyl groups); or (b) a heteroaromatic group optionally substituted by one or more alkyl groups, haloalkyl groups or halogen atoms X is a 5-membered heteroaromatic radical linked by a ring nitrogen atom to the carbon atom bearing Y, and optionally substituted by one or more alkyl groups, and Y is a CN group; a --CSNH.sub.2 group; a --CO.sub.2 R.sup.4 group wherein R.sup.4 is an esterifying radical, for example an alkyl radical; or an amide group --CONR.sup.5 R.sup.6 wherein each of R.sup.5 and R.sup.6 may be a hydrogen atom or an alkyl radical (e.g. an alkyl radical of 1 to 6 carbon atoms).

Biologically active amides

A compound of formula (I): ##STR1## or a salt thereof; where Z represents a heterocyclic ring and R.sup.2 and R.sup.3 are independently selected from hydrogen, nitrile, CONH.sub.2 and SO.sub.2 R.sup.4 wherein R.sup.4 is optionally substituted aryl, optionally substituted alkyl, aralkyl or cycloalkyl or R.sup.2 and R.sup.3 together form an optionally substituted methylene group or a bond, intermediates, compositions and insecticidal and nematocidal use.

Spiro morpholine compounds, compositions and insecticidal and

Herbicidal and fungicidal benzamide derivatives of the formula (I) ##STR1## wherein R.sup.1 is an optionally substituted alkyl, alkenyl, aryl, heterocyclyl, benzyl, or heterocyclylmethyl radical;

Biologically active amide derivatives

Fungicidal compounds of the formula ##STR1## wherein R.sup.1 is (a) a phenyl group optionally substituted by one or more halogen atoms, cyano groups, alkoxy groups, methylene- or ethylene-dioxy groups, alkyl groups, or haloalkyl groups (e.g. trifluoromethyl groups); or (b) a heteroaromatic group optionally substituted by one or more alkyl groups, haloalkyl groups or halogen atoms X is a 5-membered heteroaromatic radical linked by a ring nitrogen atom to the carbon atom bearing Y, and optionally substituted by one or more alkyl groups, and Y is a CN group; a --CSNH.sub.2 group; a --CO.sub.2 R.sup.4 group wherein R.sup.4 is an esterifying radical, for example an alkyl radical; or an amide group --CONR.sup.5 R.sup.6 wherein each of R.sup.5 and R.sup.6 may be a hydrogen atom or an alkyl radical (e.g. an alkyl radical of 1 to 6 carbon atoms).

N-Heterocyclylmethyl amides of the formula (I) ##STR1## wherein R.sup.1 is an optionally substituted alkyl, alkenyl, aryl, or heterocyclyl radical;

Aminonitrile intermediates

Amide derivatives of the formula (I) ##STR1## wherein R.sup.1 is phenyl optionally substituted with halogen, lower alkyl, lower alkoxy, halo-lower alkoxy, methylenedioxy, lower alkylthio or cyano;

Growing community of inventors

Wokingham, United Kingdom

Ian T Kay