Shell Oil Comapny

E.i. Dupont De Nemours and Company

Shell Coil Company

Ian D Entwistle

Peter Boehm

Barry R Devlin

Peter J Williams

Robert A Johnstone

The invention provides 4-hydroxycoumarin compounds of general formula ##STR1## wherein R.sup.1 and R.sup.2 are independently selected from hydrogen and halogen atoms and R represents a group of formula ##STR2## wherein one of n and n' is O, the other being 0 or 1, D represents a moiety --O--, --(CH.sub.2).sub.m -- or --O(CH.sub.2).sub.m -- where m is 1 or 2 and X represents a substituent selected from hydrogen, halogen, CN, CF.sub.3, OCF.sub.3, C.sub.1-6 alkyl and C.sub.1-6 alkoxy moieties, provided that when n is 1 and D is --OCH.sub.2 --, X may additionally represent a phenyl group, optionally substituted in the 4-position by a substituent selected from halogen, CN, CF.sub.3, OCF.sub.3, C.sub.1-6 alkyl and C.sub.1-6 alkoxy moieties; their preparation and their use as rodenticides.

4-hydroxycoumarin derivatives

Compounds having blood-anticoagulant properties of the general molecular formula: ##STR1## in which Z represents a halogen atom, preferably a chlorine atom, and n is 0, 1 or 2 and R.sup.4 represents either (1) a grouping which comprises a phenylene radical attached directly or indirectly to the tetralin ring and having in the para position (with respect to such attachment) an electron-withdrawing atom or group whose rotational volume substantially does not exceed that of a phenyl group and which forms together with said phenylene radical a polarizable structure, or (2) a grouping selected from: ##STR2## or (3) a grouping which comprises a phenylene radical attached directly to the tetralin ring and having in the para position (with respect to such attachment) a substituted furanyl or thiophenyl radical attached thereto directly or through oxygen and/or methylene, said furanyl or thiophenyl radical having such an electron-withdrawing atom or group as a substituent in a position forming with the furanyl or thiophenyl radical a polarizable structure, compounds of the type (1) in which R.sup.4 contains two phenylene radicals linked essentially linearly by an aliphatic chain comprising a methylene radical or radicals and optionally at least one oxygen or sulphur atom being preferred. Also included are the processes for the preparation of such compound; rodenticidal compositions containing them; and a method for controlling rodents by applying such a composition.

Anti-coagulants of the 4-hydroxycoumarin type and rodenticidal

A racemic or (d) form of compounds of the formula ##STR1## wherein X is alkyl optionally substituted by halogen, alkylsulfonyl, or halogen; R is an alkyl group and R.sup.1 is an esterifying organic acid function, is useful as an herbicide.

Herbicidal esters of N-alkylpropanamides

Carboxylic acid halides are reduced to the corresponding aldehydes using zinc borohydride or cadmium borohydride as the reducing agent.

Reduction of carboxylic acid halides to aldehydes

A racemic or (d) form of compounds of the formula ##STR1## wherein X is alkyl optionally substituted by halogen, alkylsulfonyl, or halogen; R is an alkyl group and R.sup.1 is the residue of an organic acid function, is useful as an herbicide.

Herbicidal derivatives of N-alkylpropanamides

Compounds of the formula ##STR1## wherein X is hydrogen, halogen or alkyl optionally substituted by halogen and R.sup.1 and R.sup.2 each is alkyl, or acid addition salts thereof, are useful as herbicides.

Propanimidothioic acid derivatives

Novel 1H-indazole-4,7-diones, benzo(d)isoxazole-4,7-diones, benzo(d)triazole-4,7-diones, and benzimidazole-4,7-diones substituted in the 5- and 6- positions, are used for the control of weeds.

Growing community of inventors

Sittingbourne, United Kingdom

Ian D Entwistle