Imperial Chemical Industries Limited

Zeneca Limited

Donn W Moseley

Robin A Carr

Nan C Sillars

Patrick J Crowley

Alan J Whittle

Alfred Glyn Williams

Michael J Bushell

Trevor R Perrior

Kevin Robert Lawson

Douglas John Smith

Maureen Smith

Nicola J Bettesworth

Certain fluoroalkanoic acids and derivatives, including 2-fluoroisobutyric acid and 2-fluoroisobutyryl chloride, useful as intermediates for fungicides, and methods of preparing them.

Fungicide intermediates

The invention provides insecticidally active compounds of formula (I): ##STR1## wherein X is nitrogen or carbon bearing a hydrogen atom; R.sup.1 is a group of formula --S(O).sub.n --Y, wherein Y is an optionally substituted heterocyclic ring containing at least one nitrogen atom, the point of attachment of the group Y being at a ring nitrogen atom, and n is 0, 1 or 2; R.sup.2 is a group of formula --OSO.sub.2 R.sup.3 wherein R.sup.3 is selected from C.sub.1-8 alkyl, C.sub.1-4 alkyl substituted by an optionally substituted phenyl or heterocyclic ring, C.sub.1-8 haloalkyl, C.sub.2-6 alkenyl, C.sub.2-4 alkenyl substituted by an optionally substituted phenyl or heterocyclic ring, C.sub.2-4 alkynyl, C.sub.2-4 alkynyl substituted by an optionally substituted phenyl or heterocyclic ring, optionally substituted aryl, and a group of formula --N(R.sup.4)(R.sup.5) wherein R.sup.4 and R.sup.5 are independently selected from hydrogen and C.sub.1-6 alkyl or wherein R.sup.4 and R.sup.5 together represent --(CH.sub.2).sub.p -- wherein p is 2, 3, 4 or 5; and wherein the groups R.sup.2 and R.sup.1 occupy either a 1,3 configuration relative to each other on the ring when X is carbon bearing a hydrogen, or a 2,4 or 2,6 configuration relative to the group X when X is nitrogen. The invention also provides compositions comprising the compounds of formula (I) and methods of their use in combating insect pests, and novel intermediates and chemical processes for their preparation.

Insecticidal compounds

A phenyl substituted heterocyclic compound of formula (I): ##STR1## wherein R.sup.1 is optionally substituted pyridone, thiopyridone, pyrimidinthione, pyrimidinone, pyrazole, imidazole or triazole group; R.sup.2 is hydrogen, halogen, haloalkyl, nitro or cyano; R.sup.3 and R.sup.5 are independently selected from hydrogen, halogen, alkyl or cycloalkyl; R.sup.4 is halogen, haloalkyl, haloalkoxy or S(O).sub.n R.sup.6 where R.sup.6 is alkyl, haloalkyl or cycloalkyl and n is 0, 1 or 2; having insecticidal activity.

Pyrimidine

The invention provides insecticidally active compounds of formula: ##STR1## wherein X is N or CH; R.sup.a is the group (R.sup.1)(R.sup.2)NS(O).sub.n --wherein R.sup.1 and R.sup.2 are independently selected from H, alkyl, haloalkyl, alkoxy, alkoxyalkyl, formyl, alkanoyl, alkenyl, alkynyl, optionally substituted cycloalkyl, optionally substituted cycloalkylmethyl, optionally substituted benzyl and optionally substituted phenyl, and n is 0, 1 or 2; R.sup.b is the group --OSO.sub.2 R.sup.3 wherein R.sup.3 is alkyl optionally substituted by an optionally substituted phenyl group, haloalkyl, alkenyl optionally substituted by an optionally substituted phenyl group, optionally substituted aryl or N(R.sup.4)(R.sup.5), wherein R.sup.4 and R.sup.5 are independently selected from H and alkyl; and wherein the groups R.sup.a and R.sup.b occupy either a 1,3 configuration relative to each other when X is CH, or a 2,4 or 2,6 configuration relative to X when X is N. The invention provides insecticidal compositions comprising these compounds and methods of their use in controlling insects and also provides processes and intermediates for preparing the compounds.

Insecticidal compounds and compositions

Growing community of inventors

Reading, United Kingdom

Donn W Moseley