GB512691A - Insecticidal compositions - Google Patents

Abstract

512,691. Insecticides ; substituted aminoacetonitriles. COLLIE, B., HILL, R., SEXTON, W. A., and IMPERIAL CHEMICAL INDUSTRIES, Ltd. March 11, 1938, No. 7665. [Class 81 (i)] [Also in Group IV] Insecticidal compositions comprise; as the active ingredient, a substituted aminoacetonitrile of the general formula or a polymer of a compound of such formula. In this formula R3 and R, may be hydrogen or alkyl, alkenyl, aralkyl or aryl groups or may together form a closed methylene chain. R1 and R2 may be alkyl, cycloalkyl, aralkyl or aryl groups, or one of them may be hydrogen. When R1 is aryl and R2 is hydrogen, then R3 and R4 must together contain at least two carbon atoms. Alternatively R1 may be hydrogen and R2 the group-CH R5-CN, (R6 being hydrogen or an alkyl or aryl group), or R1 and R2 together may be a methylene group or a closed methylene chain. Examples of such compounds are methyleneaminoacetonitrile, alpha-diethylamino-octoic nitrile, alpha-diethylamino-nonadecanoic nitrile, alpha-diethylaminophenylacetonitrile, dibutylamino-acetonitrile, alpha-dibutylamino-octoic nitrile, alpha-dodecylamino-octoic nitrile, alpha-dodecylaminooctoic nitrile, alpha-dodecylamino-3 : 4-pentenoic nitrile, iminodiacetonitrile; alpha-anilino-isobutyronitrile, alpha-anilino-sec-voleronitrile, alpha-anilinoalpha methyl-iso-hexoic nitrile, 1-anilino-1-cyanocyclohexane, N-phenyl-N-methylaminoacetonitrile, alpha-(N-phenyl-N-methyl-amino)-octoic nitrile, alpha-(N-phenyl-N-methpl-anino)-valeronitrile, alpha-(N-phenyl-N-ethyl-amino)-valero nitrile, piperidino-acetonitrile, alpha-piperidino-octoic nitrile, alpha-cyclohexylamino-octoic-nitrile and alpha-(N-cyclohexyl-N -ethyl-amino )-octoic nitrile. The insecticidal preparations may be in the form of emulsions for dilution with water, powders to be dispersed or dissolved in water, solutions in organic solvents for spraying, or dusting powders. Water-absorbent or dust binding agents may be added to the powders, which may also contain other active insecticides ; and " stickers," " spreaders," and wetting or emulsifying agents may be added to the liquid preparations. Specified additional substances are-talc, chalk, kieselguhr, bentonite, wool-fat, high-boiling mineral or vegetable oils, such as decolourized mineral oils (B.P. 160‹- 290‹C.), spindle oil, cotton seed oil or castor oil, tetrachloroethane, ethylene dichloride, nicotine, derris, pyrethrum, rotenone, aliphatic or aromatic isothiocyanates, the amides described in Specifications 503,490 and 503,507, quaternary ammonium salts, sodium 4-oleylamino-1- methoxybenzene-2-sulphonate, sodium cetyl sulphate, salt, the naphthalene-sulphonic acidformaldehyde condensation product described in Specification 7137/13, [Class 2 (iii)], sodium salt of isopropylated naphthalene sulphonic acid, sulphonated cod oil, rosin soap, diethylene glycol, ethanolamine oleate, ethoxyethanol, and mixtures of some of these. Specific examples of the compositions are given. The nitriles may be prepared bv interaction between a suitably constituted aldehyde or ketone, a primary or secondary amine and hydrogen cyanide ; or the cyanhydrin of the aldehyde or ketone may first be prepared and then caused to react with the amine. Alternatively derivatives of the aldehyde or ketone, such as their bisulphite compounds, may be employed in the preparation.