Patent GB-503507-A (GB)
Title: Manufacture of improved insecticidal compositions
Filed: 1937-10-04
Abstract: 503,507. Insecticidal compositions; acid amides. IMPERIAL 'CHEMICAL INDUSTRIES, Ltd. Oct. 4-, 1937, No. 84656/38. Convention date, Oct. 3, 1936. Divided out of 503,490. [Class 81 (i)] [Also in Group IV] Insecticidal compositions comprise an amide of the formula R.CO.N<<R1>R11, wherein at least one of the groups R, R<1> and R<11> contains a heterocyclic residue or R<1> and R<11> are linked by a closed carbon chain which may be interrupted by oxygen or sulphur atoms so as to form with the nitrogen atom a heterocyclic ring and wherein at least one R is an aliphatic or cycloaliphatic hydrocarbon radicle having at least six carbon atoms, R, R<1> and R<11> being otherwise hydrogen or aliphatic or cycloaliphatic. hydrocarbon radicles, together with a known solid insecticidal substance and together, if desired, with a solvent or carrier. The amides are prepared by reacting acids, acid chlorides or esters with . ammonia or amines. Thus, alpha-picolinic acid n-dodecylamide is obtained by. heating ethyl alpha-picolinate with n-dodecylamine, 4.(10: : 11-undecylenoy 1),-morpholine by reacting 10: 11-undecylenic acid chloride with morpholine in the presence of benzene and sodium hydroxide solution, 1- laurylpiperidine by heating lauric acid with piperidine in the presence of m-cresol, and 4-laurylmorpholine by reacting lauric acid chloride with morpholine in the presence of benzene and aqueous sodium hydroxide. Further amides mentioned are furoic acid dodecylamide, octanoic acid tetrahydrofurfurylamide,-lauric acid thiodiphenylamide, 4- oleylmorpholine, 1-heptanoylpiperidine, 1-lauryldecahydroquinoline, the pipendides of linseed oil acids, the morpholidee of china wood oil acids and soya bean oil acids, nicotinic acid hexylamide, tetrahydrofuroic acid dodecylamide, the 5-ethoxybenzthiazyl-1-amide of octanoic, acid, 1-octanoyl-2-(3<1>-pyridyl)-piperidine and the reaction products of lauric acid with hydrogenated nicotines and hydrogenated nitrogen bases from shale oil distillation. The following further components of the compositions are specified: as insecticidal sub-. stances, pyrethrum, derris, thiocyanates and phthalates; as solvents, kerosene, gasoline and pine - oil ; as a carrier, talc. Thus, fly . sprays are prepared by dissolving the ingredients in kerosene or other petroleum product with an amide concentration of 0'01. to 5'0 per cent, e.g. a solution of 25 parts by weight of pyrethrins and .500, parts of 1-laurylpiperidine in 100,000 parts of kerosene. Specification 364,046 is referred to. The Specification as open to inspection under Sect. 91 also describes insecticidal compositions containing the amides in admixture with a solvent or carrier, and refers in this connection to kerosene solutions of 1-laurylpiperidine, a mixture of the n-dodecylamine of alpha-picolinic acid or furoic acid with casein, glue and straw oil containing sodium n-dodecyl sulphate as emulsifying agent, and a mixture of alpha-picolinic acid dodecylamide and talc. Mention is .made of hexahydrophthalic acid morpholide, the dimorpholides of sebacic, suberic and azolaic acids, 4-ricinoleylmorpholine and 4-(12-hydroxystearyl)-morpholine. This subject-matter does not appear in the Specification as accepted.