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    • 72. 发明授权
    • Preparation of .alpha.-cyano-3-phenoxy-benzyl
3-alkenyl-2,2-dimethyl-cyclopropanecarboxylates
    • α-氰基-3-苯氧基 - 苄基3-烯基-2,2-二甲基 - 环丙烷羧酸酯的制备
    • US4424168A
    • 1984-01-03
    • US417766
    • 1982-09-13
    • Reimer Co/ llnBernd GallenkampHans-Joachim Diehr
    • Reimer Co/ llnBernd GallenkampHans-Joachim Diehr
    • C07C255/39A01N53/08C07C67/00C07C253/00C07C121/75
    • A01N53/00
    • A process for the preparation of a known pesticidal .alpha.-cyano-3-phenoxy-benzyl 3-alkenyl-2,2-dimethyl-cyclopropanecarboxylate of the general formula ##STR1## in which R.sup.1 and R.sup.2 independently of each other represent a hydrogen or halogen atom, R.sup.3 represents a hydrogen or halogen atom or an optionally substituted alkyl group, and R.sup.4 represents a halogen atom, an optionally substituted alkyl or alkenyl radical or an optionally substituted phenyl group, or, together with R.sup.3, represents an alkanediyl (alkylene) radical, comprises reacting a 3-alkenyl-2,2-dimethyl-cyclopropanecarboxylic acid-chloride of the general formula ##STR2## with a 3-phenoxy-benzaldehyde of the general formula ##STR3## --or an adduct thereof with an alkali metal bisulphite (hydrogen sulphite or pyrosulphite)--and an alkali metal cyanide, using an alkyl ester of a C.sub.1 to C.sub.6 carboxylic acid and water as diluents, if appropriate with the addition of an alkali metal bisulphite, at a temperature between -5 and +25.degree. C. The compounds of formula (I) may be so produced with a high proportion of the more pesticidally active isomers present.
    • 制备通式(I)的已知的杀虫α-氰基-3-苯氧基-3-链烯基-2,2-二甲基 - 环丙烷甲酸苄酯的方法,其中R 1和R 2彼此独立地表示 氢或卤原子,R 3表示氢或卤素原子或任选取代的烷基,R 4表示卤素原子,任选取代的烷基或烯基或任选取代的苯基,或与R 3一起代表烷二基( 亚烷基)基团,包括使通式(IMAGE)(II)的3-链烯基-2,2-二甲基 - 环丙烷甲酰氯与通式为(III)的3-苯氧基 - 苯甲醛反应,或者 与碱金属亚硫酸氢盐(亚硫酸氢盐或焦亚硫酸盐)和碱金属氰化物的加合物,如果适用,加入碱金属亚硫酸氢盐,使用C1至C6羧酸的烷基酯和水作为稀释剂,在 温度在-5和 + 25℃。式(I)化合物可以以高比例存在的杀虫活性异构体异构体来制备。
    • 73. 发明授权
    • Process for the preparation of 1-amino-cyclopropane-carboxylic acid
compounds
    • 制备1-氨基 - 环丙烷 - 羧酸化合物的方法
    • US4367344A
    • 1983-01-04
    • US180557
    • 1980-08-22
    • Bernd Gallenkamp
    • Bernd Gallenkamp
    • C07C227/00A01N53/00A01N53/10C07C67/00C07C227/18C07C229/48C07C231/00C07C231/12C07C233/52C07C233/81C07C101/18C07C101/14C07C125/06
    • A01N53/00
    • A process for the preparation of 1-amino-cyclopropane-carboxylic acid or a derivative thereof of the general formula ##STR1## in which R.sup.1 represents hydrogen or alkyl andR.sup.2 represents hydrogen or a radical --CO--R.sup.3, whereinR.sup.3 represents hydrogen, alkyl, aryl or alkoxy, in which a 2-cycloamino-4-methylthio-butanoic acid ester ("acyl-methionine ester") of the general formula ##STR2## in which R.sup.3 has the meaning indicated above andR.sup.4 represents alkyl,is reacted successively with dimethyl sulphate and an alkali metal alcoholate, if appropriate in the presence of a diluent, at a temperature between 80.degree. C. and 150.degree. C., the product is then optionally saponified with aqueous alkali metal hydroxide or alkaline-earth metal hydroxide at a temperature between 70.degree. C. and 150.degree. C., the reaction mixture thereby obtained is acidified with concentrated hydrochloric acid at a temperature between 0.degree. C. and 30.degree. C., and the hydrochloride formed is then treated, in methanolic solution, with propylene oxide at a temperature between -5.degree. C. and +20.degree. C.
    • 制备通式为(I)的1-氨基 - 环丙烷 - 羧酸或其衍生物的方法,其中R 1表示氢或烷基,R 2表示氢或基团-CO-R 3,其中R 3表示 氢,烷基,芳基或烷氧基,其中通式(IMA)(II)中的2-环氨基-4-甲硫基 - 丁酸酯(“酰基 - 甲硫氨酸酯”),其中R3具有上述含义,R4 代表烷基,如果合适,在稀释剂存在下,在80℃至150℃的温度下,依次与二甲基硫酸盐和碱金属醇盐反应,然后将产物任选地用碱金属氢氧化物水溶液皂化,或 碱土金属氢氧化物,温度在70℃至150℃之间,由此得到的反应混合物用浓盐酸在0℃至30℃之间的温度下酸化,然后形成的盐酸盐 在甲醇溶液中处理 离子与环氧丙烷在-5℃至+ 20℃之间的温度下