.alpha.-Trichloromethyl thenyl phenylethers and sulfides
AssigneeAbbott Laboratories
InventorsRobert George Stein, Terry Lee Couch, Aldo Joseph Crovetti
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AssigneeAbbott Laboratories
InventorsRobert George Stein, Terry Lee Couch, Aldo Joseph Crovetti
Estimating the term…
Biodegradable insecticides having the formula: ##STR1## where X, Y and R are different, and X and Y are selected from the group consisting of hydrogen, halo, lower alkyl and lower alkoxy, and R is selected from the group consisting of nitrogen, oxygen, sulfur and sulfone.
A chemical compound of the formula ##STR12## wherein X and Y are selected from the group consisting of hydrogen, halo, lower alkyl and lower alkoxy;
A compound in accord with claim 1, 2-(.alpha.-trichloromethyl-5-chlorothenyl)-4'-chlorophenyl ether.
Dependencies are inferred from the claim text.
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With only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to the ring carbon atoms: radicals substituted by…
With hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals,…:…
Heterocyclic compounds
Term ended 20 Dec 1994 (estimated)
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The present invention relates to novel thenyl derivatives and to methods for their preparation. The compounds of this invention are useful as biodegradable insecticides and molluscides.
The trichloromethyl thenyls of the present invention are improved insecticides and molluscides which are biodegradable and exhibit low mammalian toxicity. Such compounds are represented by the formula ##STR2## where X and Y are selected from the group of hydrogen, halo, lower alkyl and lower alkoxy; and R is selected from the group of oxygen, sulfur and sulfone.
As used herein, the term "halo" means halogens, as illustrated by, but not limited to chlorine, bromine, iodine and fluorine.
The following examples will serve to illustrate the preparation of the novel .alpha.-trichloromethyl thenyl anilines, phenylether, sulfide and sulfones used as biodegradable insecticides and molluscides.
A solution of 43.8 g. (0.30 m.) 5-chloro-2-thiophenecarboxaldehyde, 25.5 g. (0.30 m) p-chloroaniline, 0.5 g. p-toluenesulfonic and 400 ml. benzene was refluxed 6 hours over a Dean-Stark trap to collect water formed. The reaction solution was cooled, washed with dilute sodium carbonate solution and then concentrated in vacuo to a yellow solid. One recrystallization from cyclohexane gave 49 g. of solid melting at 84.degree.-85.degree. C.
Analysis for C.sub.11 H.sub.7 Cl.sub.2 NC: C, 51.58; H, 2.75; N, 5.46. Found: C, 51.89; H, 2.76; N, 5.55.