Imperial Chemical Industries Limited

Robert A Noon

Ian T Kay

Patrick J Crowley

Diana M Worthington

David Bartholomew

Emyr G Williams

A compound having the formula: ##STR1## and stereoisomers thereof, wherein R.sup.1 is --CH.dbd.CH--X or --C.tbd.C--X where X is hydrogen or straight chain alkyl; R.sup.2 is halophenyl, Z is OR.sup.3 where R.sup.3 is H, alkyl, alkenyl or alkynyl; and acid addition salts and metal complexes thereof. These compounds have fungicidal and plant growth regulating properties. Intermediates for these compounds are also disclosed.

Fungicidal and plant growth regulating triazole alkynyl ethers

Triazole and imidazole compounds

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

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 having the formula: ##STR1## and stereoisomers thereof, wherein R.sup.1 is --CH.dbd.CH--X or --C.tbd.C--X where X is hydrogen or straight chain alkyl; R.sup.2 is halophenyl, Z is OR.sup.3 where R.sup.3 is H, alkyl, alkenyl or aklynyl; and acid addition salts and metal complexes thereof. The compounds are characterized by their fungicidal and plant growth activity.

Triazoles and use as fungicides and plant growth regulators

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;

Certain cyano containing aryl amides, compositions containing same and

N-Heterocyclylmethyl amides of formula (I): ##STR1## wherein R.sup.1 is optionally substituted alkyl, alkenyl, aryl, or heterocyclyl; R.sup.2 is hydrogen, C.sub.1-4 alkyl, or C.sub.3-4 alkenyl. E is CN, CSNH.sub.2, alkoxycarbonyl, or --CONR.sup.4 R.sup.5 wherein R.sup.4 and R.sup.5 are H or optionally substituted alkyl or alkenyl; X is oxygen or sulphur; and R.sup.3 is H, or one or more Me or Cl. The compounds are useful as herbicides and fungicides.

Growing community of inventors

Maidenhead, United Kingdom

Robert A Noon