公开(公告)号：US3267121A

公开(公告)日：1966-08-16

申请号：US26312263

申请日：1963-03-06

Applicant: BAYER AG

Inventor： HEINRICH KLOS ,  PAUL-ERNST FROHBERGER

IPC: C07F3/10

CPC classification number: C07F3/103 ,  C07F3/10 ,  C07F3/106

Abstract: The invention comprises compounds of the formula where R, R1, R11 and R111, which may be the same or different, stand for alkyl, alkenyl, cycloalkyl, aryl, aralkyl or heterocyclic radicals, which may be further substituted by halogen atoms, or hydroxyl, aryloxy, acyloxy, nitro, amino, ester, or carbonyl radicals, and are preferably alkyl containing 1-4 carbon atoms, cycloalkyl containing 5-6 carbon atoms, or phenyl; and X and Y are carbonyl or sulphonyl groups. Examples specified inter alia are N-N1-bis-(ethyl mercuric)-N-N1-bis-(methane sulphonyl-hydrazine, N-N1-bis-methylmercuric)-N-benzoyl -N1- benzene-sulphonyl-hydrazine, and N-N1-bis(methylmercuric) -N- acetyl -N1-benzoylhydrazine. They may be produced by reacting bis-acyl hydrazines or their alkali metal salts with organomercuric hydroxides or salts respectively, or by reacting the free hydrazines with organomercuric salts treated with alkali. The reaction may be effected, in an inert solvent or by mixing the solid reactants with an inert solid diluent, at ambient or slightly elevated temperatures. Lists of suitable reagents, solvents, and diluents are given. The compounds are used as fungicidal and bactericidal seed dressings.ALSO:Seed dressings for treating wheat, oat, barley and beet seeds comprise organomercuric hydrazine compounds of formula where R, R1, R11, R111, which may be the same or different, stand for alkyl, alkeayl, cycloalkyl, aryl, aralkyl, or heterocyclic radicals, which may be further substituted by helogen atoms, or hydroxyl, aryloxy, acyloxy, nitro, amino, ester, or carbonyl radicals, and X and Y are carbonyl or sulphonyl groups (see Division C2). They may be applied as powders, solutions, emulsions, suspensions, or pastes, alone or in combination with other protectants.ALSO:A fungicidal and bactericidal composition comprises organomercury compounds of formula where R, R1, R11 and R111, which may be the same or different stand for alkyl, alkenyl' cycloalkyl, aryl, or alkyl, or heterocyclic radicals, which may be further substituted by halogen atoms, or hydroxyl, aryloxy, acyloxy, nitro, amino, ester, or carbonyl radicals, and X and Y are carbonyl or sulphonyl groups (see Division C2); and a solid or liquid diluent or carrier, e.g. talc. It may be applied as powder, solution, emulsion, suspension or paste, alone or in combination with other plant protectants.

公开(公告)号：US3140315A

公开(公告)日：1964-07-07

申请号：US893760

申请日：1960-02-16

Applicant: BAYER AG

Inventor： HEINRICH KLOS ,  ALBERT OFFE HANS

CPC classification number: C07D225/00

公开(公告)号：US2967190A

公开(公告)日：1961-01-03

申请号：US61547256

申请日：1956-10-12

Applicant: BAYER AG

Inventor： HEINRICH KLOS

IPC: C07F3/10

CPC classification number: C07F3/106

Abstract: A process for the preparation of alkyl mercuric salts comprises (a) condensing alkaline solutions of alkyl mercuric salts with acetylene to form alkyl mercuric acetylides, (b) isolating said alkyl mercuric acetylides, and (c) reacting them with an inorganic or organic acid in an inert solvent at a temperature between 30 DEG and 150 DEG C. The acetylides are filtered off and washed free from impurities by water, dioxane, methanol or ethanol. For the preparation of the salts from the purified acetylides, the latter are suspended in a medium such as water, ethanol, isopropanol, benzene, toluene, xylene, hexane, cyclohexane, heptane or octane and the acid added with slight heating. Suitable acids include hydrochloric, sulphuric, nitric, phosphoric, trichloracetic, boric, acetic, propionic, butyric, stearic, palmitic, maleic, benzoic and naphthoic acids. Unreacted acetylide and impurities may be filtered off. In an example a solution of methyl mercuric hydroxide which is alkaline to phenolphthalein and contains sodium sulphate as an impurity is treated with gaseous acetylene until precipitation ceases. The methyl mercuric acetylide is filtered off, washed with distilled water, and suspended in N/2 sulphuric acid at 70 DEG C. The solution is filtered and concentrated, methyl mercuric sulphate crystallizing out. Other examples describe the preparation of methyl mercuric stearate and butyl mercuric acetate. Specification 805,156 is referred to.

公开(公告)号：US2917526A

公开(公告)日：1959-12-15

申请号：US61547556

申请日：1956-10-12

Applicant: BAYER AG

Inventor： HEINRICH KLOS ,  WILBELM SCHACHT

IPC: C07F3/10

CPC classification number: C07F3/106 ,  C07F3/103

Abstract: A divalent mercury salt is reacted with a salt or ester of an alkyl sulphinic acid containing 1 to 4 carbon atoms at a pH of from about 3 to about 7 and a temperature of from about 80 DEG to about 200 DEG C. to yield an alkyl-mercuric salt of formula R-Hg-Ac, where R is C1-4 alkyl and Ac is an inorganic or organic acid residue. Mercuric salts also react with mixed salts of alkyl mercuric sulphinic acids to yield the desired products. Such mixed salts specified include the chloro-mercuric salt of methane sulphinic acid CH3-SO2-HgCl, and compounds such as C2H5-SO2-HgCl; (CH3-SO2-Hg)2SO4; C2H5-SO2-HgOOC.CH3 and CH3-SO2-HgNO3. The acid residue may be derived from hydrochloric, hydrobromic, nitric, sulphuric, phosphoric, formic, acetic, trichloracetic, propionic, maleic, benzoic, p-chlorobenzoic, naphthalene carboxylic and pyridine carboxylic acids. Inert solvents such as water, aliphatic or cycloaliphatic alcohols and dioxane may be used as reaction media. It is preferred to react the mercuric salt with the sulphinic acid and alkali metal hydroxide. In an example sodium methyl sulphinate is reacted with mercuric chloride in ethanol to yield methyl mercuric chloride. Other examples describe the preparation of ethyl mercuric chloride, and butyl mercuric chloride. Specification 805,155 is referred to.

Abstract translation: 二价汞盐与约1至约4个碳原子的烷基亚磺酸的盐或酯反应，约3至约7的温度和约80至约200℃的温度下反应，得到烷基 式R-Hg-Ac的盐酸盐，其中R是C 1-4烷基，Ac是无机或有机酸残基。 醇盐也与烷基汞亚磺酸的混合盐反应产生所需产物。 这些特定的混合盐包括甲烷亚磺酸CH3-SO2-HgCl的氯 - 汞盐，和C2H5-SO2-HgCl等化合物; （CH3-SO2-Hg）2SO4; C2H5-SO2-HgOOC.CH3和CH3-SO2-HgNO3。 酸残基可以衍生自盐酸，氢溴酸，硝酸，硫酸，磷酸，甲酸，乙酸，三氯乙酸，丙酸，马来酸，苯甲酸，对氯苯甲酸，萘羧酸和吡啶羧酸。 惰性溶剂如水，脂族或脂环族醇和二恶烷可用作反应介质。 优选使汞盐与亚磺酸和碱金属氢氧化物反应。 在一个例子中，甲基亚磺酸钠与氯化汞在乙醇中反应得到甲基氯化汞。 其他实例描述了乙基氯化汞和丁基氯化汞的制备。 参考规格805,155。