Imperial Chemical Industries Limited

Zeneca Limited

Syngenta Corporation

Trevor R Perrior

Alan J Whittle

David J Tapolczay

Martin Charles Bowden

Stephen Martin Brown

Michael Drysdale Turnbull

Alfred Glyn Williams

Raymond L Sunley

Donn W Moseley

Douglas John Smith

Maureen Smith

Nicola J Bettesworth

A process for preparing a compound of formula (IV), wherein R,is C,alkyl, CH,(C,haloalkyl), benzyl, CH,(C,akenyl or CH,(C,alkynyl), which comprises reducing a compound of formula (III). Compounds of formula (IV) are agrochemical intermediates.

Process for the preparation of 8-azabicyclo(3.2.1)octane derivatives

Preparation of halogenated alcohols

The invention provides the novel compound 4,4,4-trichlorobutyl methanesufonate, useful as an intermediate in the production of certain agricultural pesticides, and a process for its manufacture.

4,4,4-Trichlorobutyl methanesulfonate

A pyrimidinone compound of formula (IIIA) or (VA): ##STR1## wherein R.sup.13 is hydrogen, halogen or cyano and R.sup.14 is halo or haloalkyl with the proviso that (a) when R.sup.13 is cyano, R.sup.14 is other than chlorine; (b) R.sup.13 and R.sup.14 are not both halo; (c) when R.sup.13 is halo R.sup.14 is other than monofluoromethyl; and (d) when R.sup.13 is hydrogen R.sup.14 is not halo or a halomethyl group; ##STR2## wherein R.sup.10 is hydrogen or C.sub.1-4 alkyl; R.sup.15 is cyano and R.sup.16 is R.sup.6 is defined in relation to formula (V) or R.sup.15 is hydrogen or halogen other than fluorine and R.sup.16 is pentafluoroethyl or difluoromethyl. These compounds are useful as intermediates in the preparation of insecticidal compounds.

Pyrimidine 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

A compound of formula (I): ##STR1## wherein R.sup.1 and R.sup.2 are independently selected from hydrogen, halogen, haloalkyl, alkoxy or nitro, provided that R.sup.1 and R.sup.2 are not both nitro; R.sup.3 and R.sup.4 are independently selected from hydrogen, halogen, alkyl or cycloalkyl; R.sup.5 is halogen, nitro, haloalkyl, haloalkoxy or --S(O).sub.n R.sup.10 ; R.sup.6 is halogen, nitro, haloalkyl, haloalkoxy or --S(O).sub.n R.sup.10 ; R.sup.7 is hydrogen, halogen, hydroxyalkyl, cyano, nitro, alkoxy, --S(O).sub.n R.sup.10, NR.sup.11 R.sup.12, haloalkyl or formyl; R.sup.8 is hydrogen, halogen, NR.sup.11 R.sup.12, alkyl, cycloalkyl or S(O).sub.n R.sup.10 ; and R.sup.9 is oxygen or sulphur; where n is 0, 1 or 2; and R.sup.10 is alkyl, haloalkyl or cycloalkyl; and R.sup.11 and R.sup.12 are independently selected from hydrogen, alkyl or cycloalkyl or R.sup.11 and R.sup.12 together with the nitrogen to which they are attached form a heterocyclic group; provided that when R.sup.5 is trifluoromethyl at least one of the following applies:

1-phenyl-6-one-pyrimidine derivatives

Insecticidal compounds of formula (I) ##STR1## wherein R.sup.1 and R.sup.2 are independently selected from halogen or nitro; R.sup.3 and R.sup.4 are independently selected from hydrogen or halogen; R.sup.5 is hydrogen, halogen or cyano; and R.sup.6 is halogen or haloalkyl; provided that R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are not all fluorine.

Novel compounds

A compound of formula (I) ##STR1## wherein R.sup.1, R.sup.2, R.sup.4 and R.sup.5 are independently selected from hydrogen, halogen, lower alkyl optionally substituted by halogen, lower alkoxy optionally substituted by halogen and lower alkenyl optionally substituted by halogen;

Phenyl pyrid(-one or-thione) compounds which are intermediates

An insecticidal compound of formula (I): ##STR1## wherein R.sup.1 and R.sup.3 are independently selected from hydrogen; halogen; nitro; cyano; or alkyl, alkoxy, alkylthio or cycloalkyl any of which can be optionally substituted by halogen; R.sup.2 is hydrogen; halogen; nitro; cyano; alkyl, alkoxy or alkylthio any of which may be optionally substituted with halogen; or S(O).sub.n R.sup.8, where R.sup.8 is alkyl, haloalkyl or cycloalkyl and n is 0, 1 or 2; R.sup.4 is hydrogen; halogen; nitro; cyano; or alkyl, alkoxy or alkythio any of which may be optionally substituted with halogen; R.sup.5 is hydrogen; halogen; nitro; cyano; alkyl, alkoxy alkylthio any of which can be optionally substituted with halogen; or NR.sup.9 R.sup.10 where R.sup.9 and R.sup.10 are independently selected from hydrogen, alkyl or cycloalkyl; R.sup.6 is hydrogen; halogen; nitro; cyano; alkyl, alkoxy or alkylthio any of which can be optionally substituted with halogen; or S(O).sub.n R.sup.8 ; R.sup.7 is hydrogen; halogen; nitro; cyano; alkyl; alkoxy or alkythio any of which is optionally substituted with halogen; S(O).sub.n R.sup.8 ; or NR.sup.9 R.sup.10 ; and Z is oxygen or sulphur.

Pyridyl-pyrimidones

Phenyl pyridones and insectidal use thereof

Insecticidal 1-(2,6-dihalo-4-trifluoromethylphenyl)-2-pyridones and procedures for making the same.

Growing community of inventors

Wokingham, United Kingdom

Trevor R Perrior