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    • 71. 发明授权
    • Preparation of 2-alkylthiomethyl-4-hydroxypyrimidines
    • 2-烷基硫代甲基-4-羟基嘧啶的制备
    • US4536574A
    • 1985-08-20
    • US559147
    • 1983-12-07
    • Fritz Maurer
    • Fritz Maurer
    • C07D239/36C07D239/52C07D239/70
    • C07D239/36C07D239/52C07D239/70
    • A process for preparing 2-alkylthiomethyl-4-hydroxypyrimidines, known to be useful as intermediates in making insecticides, of the formula ##STR1## in which R.sup.1 is alkyl,R.sup.2 is hydrogen or alkyl, andR.sup.3 is hydrogen, alkyl or alkoxy, orR.sup.2 and R.sup.3 together represent a divalent alkylene radical,comprising reacting a sulphonyloxyacetonitrile of the formulaR--SO.sub.2 --O--CH.sub.2 --CN (II)in whichR is alkyl, halogenoalkyl or optionally substituted aryl,with methanol or ethanol, reacting the reaction mixture formed with ammonium chloride, reacting the reaction mixture formed with an alkali metal thiolate of the formulaR.sup.1 --S.sup..crclbar. Me.sup..sym. (III)in which Me.sup.+ is an alkali metal cation,and, in the presence of a base, with a .beta.-ketocarboxylic acid ester of the formula ##STR2## at a temperature between about -20.degree. and +100.degree. C.
    • 已知可用作制备杀虫剂的中间体的2-烷基硫代甲基-4-羟基嘧啶的方法,其中R 1是烷基,R 2是氢或烷基,R 3是氢,烷基或 烷氧基或R 2和R 3一起代表二价亚烷基,包括使式R-SO 2 -O-CH 2 -CN(II)的磺酰氧基乙腈(其中R是烷基,卤代烷基或任选取代的芳基)与甲醇或乙醇反应,使 反应混合物与氯化铵形成,使形成的反应混合物与其中Me +是碱金属阳离子的式R 1 -S( - )Me(+)(III)的碱金属硫醇盐反应,并在 碱,与式(Ⅳ)的β-酮羧酸酯在约-20℃至+ 100℃的温度下反应。
    • 73. 发明授权
    • Process for the preparation of 1,1-dichloro-alkenes
    • 1,1-二氯 - 烯烃的制备方法
    • US4492800A
    • 1985-01-08
    • US468786
    • 1983-02-22
    • Fritz MaurerUwe PriesnitzHans-Jochem Riebel
    • Fritz MaurerUwe PriesnitzHans-Jochem Riebel
    • C07C69/743C07C17/00C07C17/26C07C17/263C07C21/04C07C21/19C07C22/00C07C22/02C07C22/04C07C45/00C07C49/567C07C51/00C07C61/40C07C67/00C07C253/00C07C255/48C07C69/74C07C121/48C07C121/60
    • C07C17/2635C07C21/19
    • A process for the preparation of a 1,1-dichloro-alkene of the formula ##STR1## in which R.sup.1 is hydrogen, or an optionally substituted alkyl, alkenyl, alkinyl, cycloalkyl, aralkyl, aralkenyl or aryl radical, andR.sup.2 is an optionally substituted alkyl, alkenyl, alkinyl, cycloalkyl, aralkyl, aralkenyl or aryl radical, orR.sup.1 and R.sup.2 together form an optionally branched and/or optionally benzo-fused hydrocarbon chain,comprising reacting a carbonyl compound of the formula ##STR2## with a trichloromethanephosphonic acid ester of the formula ##STR3## in which R.sup.3 each individually is an alkyl or phenyl radical, or together are alkanediyl,in the presence of at least an equimolar amount of magnesium. Advantageously,R.sup.1 is hydrogen,R.sup.2 is a C.sub.2 to C.sub.5 alkenyl radical or a radical of the formula ##STR4## Z is a cyano, acetal, carboxyl or C.sub.1 to C.sub.4 alkoxycarbonyl radical, or a radical of the formula COOM, andM is sodium or potassium,R.sup.3 each individually is a C.sub.1 to C.sub.4 alkyl or phenyl radical, or the two radicals R.sup.3 together are C.sub.2 to C.sub.5 alkanediyl,about 0.95 to 1.4 moles of the trichloromethanephosphonic acid ester and about 1.5 to 4 moles of magnesium are employed per mole of the carbonyl compound, and the reaction is carried out at a temperature between about 0.degree. and 150.degree. C. in a polar aprotic solvent. The products are known intermediates, especially for insecticides.
    • 制备其中R 1为氢或任选取代的烷基,烯基,炔基,环烷基,芳烷基,芳烯基或芳基的式“IMAGE”的1,1-二氯 - 烯烃的方法,R 2为任选地 取代的烷基,烯基,炔基,环烷基,芳烷基,芳烯基或芳基,或者R 1和R 2一起形成任选支链和/或任选的苯并稠合烃链,包括使式IMA的羰基化合物与三氯甲烷膦酸 酯,其中R 3各自独立地是烷基或苯基,或者在至少等摩尔量的镁的存在下一起是烷二基。 有利地,R 1是氢,R 2是C 2至C 5链烯基或下式的基团Z是氰基,缩醛,羧基或C 1至C 4烷氧基羰基,或式COOM的基团,M是钠 或钾,R 3各自独立地为C 1至C 4烷基或苯基,或两个基团R 3一起为C 2至C 5烷二基,每摩尔使用约0.95至1.4摩尔三氯甲烷膦酸酯和约1.5至4摩尔镁 的羰基化合物,并且反应在极性非质子溶剂中在约0℃至150℃的温度下进行。 该产品是已知的中间体,特别是杀虫剂。
    • 74. 发明授权
    • Alpha-hydroxy-phosphonic acid esters
    • α-羟基膦酸酯
    • US4420435A
    • 1983-12-13
    • US391092
    • 1982-06-22
    • Hellmut HoffmannFritz MaurerUwe PriesnitzHans-Jochem Riebel
    • Hellmut HoffmannFritz MaurerUwe PriesnitzHans-Jochem Riebel
    • C07C17/26C07C25/24C07C45/41C07C45/54C07C45/56C07C45/68C07C49/355C07C49/567C07C61/40C07F9/40
    • C07C17/2635C07C25/24C07C45/41C07C45/54C07C45/56C07C45/68C07C49/355C07C49/567C07C61/40C07F9/4018C07F9/4056C07F9/4065
    • Styryl-cyclopropane derivatives of the formula ##STR1## in which R.sup.9 represents independently of one another when n=2, halogen, cyano, nitro, or an optionally halogen-substituted alkyl, alkoxy, alkylthio or alkylenedioxy radical,n represents zero, 1, 2, 3, 4 or 5,R.sup.10 represents hydrogen or halogen, and,Y represents acetyl, cyano or carbamoyl, are produced by reacting a benzylphosphonic acid ester of the formula ##STR2## in which R.sup.4 each independently represents alkyl or phenyl or together represent alkylene,with a formylcyclopropane derivative of the formula ##STR3## or by reacting an .alpha.-hydroxyphosphonic acid ester of the formula ##STR4## with an olefinating agent of the formula ##STR5## in which Z' represents a phosphorus-containing radical ##STR6## or --P(R.sup.7).sub.3.sup..sym. X.sup..crclbar. whereinR.sup.5 and R.sup.6 are identical or different and individually represent alkyl, phenyl, alkoxy or phenoxy or R.sup.5 and R.sup.6 together represent alkanedioxy,R.sup.7 represents alkyl or phenyl andX represents halogen,in the presence of a base at a temperature between about -70 and +150.degree. C. Other olefins can be similarly prepared. Many intermediates are new and the end products are themselves intermediates for insecticides.
    • n = 2时,R 9彼此独立地表示卤素,氰基,硝基或任选卤素取代的烷基,烷氧基,烷硫基或亚烷基二氧基,其中R 1表示0, 2,3,4或5,R 10表示氢或卤素,Y表示乙酰基,氰基或氨基甲酰基,是通过使式“IMAGE”的苄基膦酸酯反应而得的,其中R4各自独立地表示烷基或苯基, 亚烷基与式IMAMA的甲酰基环丙烷衍生物反应,或通过使式“IMAGE”的α-羟基膦酸酯与式“IMAGE”的烯烃化剂反应,其中Z'代表含磷基团“IMAGE” 或-P(R 7)3(+)X( - )其中R 5和R 6相同或不同,并且各自表示烷基,苯基,烷氧基或苯氧基或R 5和R 6一起表示烷二氧基,R 7表示烷基或苯基,X表示卤素, 在presen ce在约-70至+ 150℃之间的温度下进行。其它烯烃可以类似地制备。 许多中间体是新的,最终产品本身是杀虫剂的中间体。
    • 75. 发明授权
    • Azolyloxy-carboxylic acid n-oxy-amide compounds
    • 芳氧基 - 羧酸正氧化酰胺化合物
    • US4408055A
    • 1983-10-04
    • US204147
    • 1980-11-05
    • Heinz ForsterFritz MaurerVolker MuesLudwig EueRobert R. Schmidt
    • Heinz ForsterFritz MaurerVolker MuesLudwig EueRobert R. Schmidt
    • A01N43/72A01N43/74A01N43/76A01N43/78A01N43/82A01N43/824A01N43/836C07C233/05C07C233/06C07C233/07C07C235/06C07C239/14C07C239/20C07C275/64C07C291/04C07D261/12C07D263/58C07D271/06C07D271/07C07D277/20C07D277/34C07D277/56C07D277/68C07D285/08C07D285/12C07D285/125C07D285/13C07D283/02C07D269/02C07D271/00C07D285/02
    • C07D271/07A01N43/74A01N43/82C07C275/64C07C291/04C07D261/12C07D277/34C07D277/56C07D277/68C07D285/08C07D285/125C07D285/13
    • Azolyloxy-carboxylic acid N-oxy-amide compound of the formula ##STR1## wherein R is a five-membered hetero-aromatic monocyclic radical which contains an oxygen atom or a sulphur atom and in addition 1 to 3 nitrogen atoms and which is optionally substituted by halogen, cyano, nitro, amino, alkylamino, arylamino, dialkylamino, alkylcarbonylamino, alkylcarbonyl, carboxyl, alkoxycarbonyl, carbamoyl, alkylaminocarbonyl, dialkylaminocarbonyl, arylaminocarbonyl (which is optionally substituted by halogen, nitro or alkyl), aryl (which is optionally substituted by halogen, cyano, nitro, alkyl or alkoxy), by a radical which is optionally substituted by halogen and is selected from aralkyl, alkoxy, alkenoxy, alkynoxy, alkoxycarbonylalkoxy, aralkoxy, aryloxy, alkylthio, alkenylthio, alkoxycarbonylalkylthio, aralkylthio, arylthio, alkylsulphinyl, alkylsulphonyl, alkyl, alkenyl, alkynyl, alkoxyalkyl, aralkoxyalkyl, aryloxyalkyl, alkylthioalkyl, alkylsulphinylalkyl, alkylsulphonylalkyl, arylthioalkyl, arylsulphinylalkyl, arylsulphonylalkyl, carboxyalkyl, and alkoxycarbonylalkyl, or by optionally substituted aminocarbonylalkyl, cyanoalkyl or cycloalkyl, or which is optionally benzo-fused, the benzo radical optionally being substituted by halogen, alkyl, halogenoalkyl, alkoxy, halogenoalkoxy, alkylthio, halogenoalkylthio, amino, alkylamino, dialkylamino, nitro, cyano, alkoxycarbonyl or optionally halogen-substituted alkylenedioxy,R.sup.1 is hydrogen or alkyl, andR.sup.2 and R.sup.3 are individually selected from optionally substituted radicals selected from the group consisting of alkyl, alkenyl, alkynyl, cycloalkyl, aralkyl, aryl orR.sup.2 and R.sup.3 taken together represent alkyleneare effective herbicides.
    • 具有下式的酰氧基 - 羧酸N-氧化 - 酰胺化合物(I)其中R是含有氧原子或硫原子的5元杂芳族单环基团,另外还含有1至3个氮原子, 烷基氨基,烷基羰基,羧基,烷氧基羰基,氨基甲酰基,烷基氨基羰基,二烷基氨基羰基,芳基氨基羰基(其任选被卤素,硝基或烷基取代),芳基(其是 任选地被卤素,氰基,硝基,烷基或烷氧基取代),其任选被卤素取代的基团,并且选自芳烷基,烷氧基,烯氧基,炔氧基,烷氧基羰基烷氧基,芳烷氧基,芳氧基,烷硫基,烯硫基,烷氧基羰基烷硫基,芳烷硫基, ,烷基亚磺酰基,烷基磺酰基,烷基,烯基,炔基,烷氧基烷基,芳烷氧基烷基,芳氧基烷基,烷硫基烷基,烷基亚磺酰基烷基,烷基磺酰基烷基,芳硫基 芳基亚磺酰基烷基,芳基磺酰基烷基,羧基烷基和烷氧基羰基烷基,或任选取代的氨基羰基烷基,氰基烷基或环烷基,或任选苯并稠合,任选被卤素,烷基,卤代烷基,烷氧基,卤代烷氧基,烷硫基,卤代烷硫基, 氨基,烷基氨基,二烷基氨基,硝基,氰基,烷氧基羰基或任选卤素取代的亚烷基二氧基,R 1是氢或烷基,R 2和R 3分别选自任选取代的基团,其选自烷基,烯基,炔基,环烷基, ,芳基或R2和R3一起代表亚烷基是有效的除草剂。
    • 78. 发明授权
    • Process for the preparation of 1,1-dichloro-alkenes
    • 1,1-二氯 - 烯烃的制备方法
    • US4350824A
    • 1982-09-21
    • US236484
    • 1981-02-23
    • Hans-Jochem RiebelFritz MaurerUwe Priesnitz
    • Hans-Jochem RiebelFritz MaurerUwe Priesnitz
    • C07C69/013C07C17/00C07C17/26C07C17/263C07C21/073C07C21/19C07C21/22C07C22/00C07C22/02C07C22/04C07C25/24C07C41/00C07C43/225C07C45/00C07C49/567C07C51/00C07C61/40C07C67/00C07C201/00C07C205/09C07C231/00C07C231/12C07C233/38C07C253/00C07C255/48C07C255/50C07C21/20C07C67/307
    • C07C21/19C07C17/2635
    • A process for the preparation of a 1,1-dichloroalkene of the formula ##STR1## in which R.sup.1 is hydrogen, or an optionally substituted alkyl, alkenyl, alkinyl, cycloalkyl, aralkyl, aralkenyl or aryl radical, andR.sup.2 is an optionally substituted alkyl, alkenyl, alkinyl, cycloalkyl, aralkyl, aralkenyl or aryl radical, orR.sup.1 and R.sup.2 together form an optionally branched and/or optionally benzo-fused hydrocarbon chain,comprising reacting a carbonyl compound of the formula ##STR2## with a trichloromethanephosphonic acid ester of the formula ##STR3## in which R.sup.3 each individually is an alkyl or phenyl radical, or the two radicals R.sup.3 together are alkanediyl,in the presence of at least an equimolar amount of a phosphorous acid triamide of the formulaP(NR.sup.4.sub.2).sub.3in whichR.sup.4 each independently is an alkyl radical, or the two radicals R.sup.4 together are alkanediyl.Advantageously,R.sup.1 is hydrogen,R.sup.2 a C.sub.2 to C.sub.5 alkenyl radical, or a radical of the formula ##STR4## Z is a cyano, acetyl, carboxyl or C.sub.1 to C.sub.4 alkoxycarbonyl radical, or a radical of the formula --COOM,M is sodium or potassium, andR.sup.3 each individually is a C.sub.1 to C.sub.4 alkyl or phenyl radical,or the two radicals R.sup.3 together are C.sub.2 to C.sub.5 alkandiyl, the phosphorous acid triamide is phosphorous acid tris-dimethylamide or tris-diethylamide, about 0.94 to 1.1 moles of each of trichloromethanephosphonic acid ester and of the phosphorous acid triamide are employed per mole of the carbonyl compound, and the reaction is effected at about 10.degree. to 100.degree. C. in a polar aprotic solvent.
    • 制备其中R 1为氢或任选取代的烷基,烯基,炔基,环烷基,芳烷基,芳烯基或芳基的式“IMAGE”的1,1-二氯烯的方法,R 2为任选取代的烷基 ,烯基,炔基,环烷基,芳烷基,芳烯基或芳基,或者R 1和R 2一起形成任选支链和/或任选的苯并稠合烃链,包括使下式的羰基化合物与下式的三氯甲烷膦酸酯 在其中R 3各自独立地为烷基或苯基,或两个基团R 3一起为烷二基的式“IMAGE”中,在至少等摩尔量的式P(NR42)3的亚磷酸三酰胺存在下,式 R4各自独立地是烷基,或者两个基团R4一起是烷二基。 有利地,R 1是氢,R 2是C 2至C 5链烯基,或下式的基团Z是氰基,乙酰基,羧基或C 1至C 4烷氧基羰基,或式-COOM基团,M是钠 或钾,R3各自为C1至C4烷基或苯基,或两个基团R3一起为C 2至C 5亚烷基,亚磷酸三酰胺为亚磷酸三 - 二甲基酰胺或三 - 二乙基酰胺,约0.94至1.1摩尔 每摩尔羰基化合物使用三氯甲烷膦酸酯和亚磷酸三酰胺中的每一种,并且在极性非质子溶剂中在约10℃至100℃下进行反应。