4-arryl-2-haloimidazole-5-carboxylic esters, the preparation and use
thereof
    1.
    发明授权
    4-arryl-2-haloimidazole-5-carboxylic esters, the preparation and use thereof 失效
    4-芳基-2-卤代咪唑-5-羧酸酯的制备和应用

    公开(公告)号:US5211737A

    公开(公告)日:1993-05-18

    申请号:US666483

    申请日:1991-03-06

    IPC分类号: A01N25/32 C07D233/90

    CPC分类号: A01N25/32 C07D233/90

    摘要: 4-Aryl-2-haloimidazole-5-carboxylic esters of the general formula Ia and Ib ##STR1## where R.sup.1 is C.sub.1 -C.sub.6 -alkyl, C.sub.3 -C.sub.6 -alkenyl or C.sub.3 -C.sub.6 -alkynyl,R.sub.2 is C.sub.1 -C.sub.6 -alkyl, C.sub.3 -C.sub.6 -alkenyl or C.sub.3 -C.sub.6 -alkynyl,Hal is chlorine or bromine,n is 0 to 3,x is C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -haloalkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -alkylsulfinyl, C.sub.1 -C.sub.4 -alkylsulfonyl, C.sub.1 -C.sub.4 -haloalkylthio, cyano, nitro, carbo-C.sub.1 -C.sub.4 -alkoxy, N,N-di-C.sub.1 -C.sub.4 -alkylcarbamoyl and/or halogen,processes for their manufacture, and their use in herbicidal agents as safeners in combination with at least one herbicidal active ingredient from the group consisting ofa) 2-(4-heteroaryloxy)- or 2-(4-aryloxy)-phenoxyacetic acid or -propionic acid derivatives andb) cyclohexenone derivatives.

    摘要翻译: 其中R 1是C 1 -C 6 - 烷基,C 3 -C 6 - 烯基或C 3 -C 6 - 炔基,R 2是(C 1 -C 6) - 烷基,C 3 -C 6 - 烯基或C 3 -C 6炔基的4-芳基-2-卤代咪唑-5-羧酸酯 C 1 -C 6 - 烷基,C 3 -C 6 - 烯基或C 3 -C 6炔基,Hal为氯或溴,n为0至3,x为C 1 -C 4烷基,C 1 -C 4卤代烷基,C 1 -C 4 - 烷氧基, C 1 -C 4 - 卤代烷氧基,C 1 -C 4 - 烷硫基,C 1 -C 4烷基亚磺酰基,C 1 -C 4烷基磺酰基,C 1 -C 4卤代烷硫基,氰基,硝基,C 1 -C 4 - 烷氧基,N, C4-烷基氨基甲酰基和/或卤素,其制备方法和它们在除草剂中的用途作为安全剂与至少一种除草活性成分组合,所述除草活性成分包括a)2-(4-杂芳氧基) - 或2-(4 - 芳氧基) - 苯氧基乙酸或 - 丙酸衍生物,和b)环己烯酮衍生物。

    Crop protection agents based on 1-aryl- or 1-hetarylimidazose carboxylic
esters
    2.
    发明授权
    Crop protection agents based on 1-aryl- or 1-hetarylimidazose carboxylic esters 失效
    基于1-芳基或1-芳基咪唑羧酸酯的作物保护剂

    公开(公告)号:US5207820A

    公开(公告)日:1993-05-04

    申请号:US701402

    申请日:1991-05-03

    IPC分类号: C07D233/90 C07D401/04

    CPC分类号: C07D401/04 C07D233/90

    摘要: 1-Aryl- and 1-hetarylimidazolecarboxylic esters of the general formulae Ia and Ib ##STR1## where R.sup.1 is halogen or substituted or unsubstituted C.sub.1 -C.sub.4 -alkyl;R.sup.2 is substituted or unsubstituted C.sub.1 -C.sub.6 -alkyl; C.sub.3 -C.sub.6 -alkenyl, C.sub.3 -C.sub.6 -alkynyl or C.sub.3 -C.sub.6 -cycloalkyl;R.sup.3 is hydrogen or C.sub.1 -C.sub.4 -alkyl;R.sup.4 is substituted or unsubstituted phenyl or 5- or 6-membered heteroaromatic,processes for their manufacture, and agents containing them.

    摘要翻译: 其中R 1是卤素或取代或未取代的C 1 -C 4 - 烷基;其中R 1是卤素或取代或未取代的C 1 -C 4 - 烷基; R2是取代或未取代的C1-C6-烷基; C3-C6-烯基,C3-C6-炔基或C3-C6-环烷基; R3是氢或C1-C4-烷基; R4是取代或未取代的苯基或5-或6-元杂芳族化合物,其制备方法和含有它们的试剂。

    Preparation of p-nitrophenyl-imidazoles
    4.
    发明授权
    Preparation of p-nitrophenyl-imidazoles 失效
    对硝基苯基咪唑的制备

    公开(公告)号:US5008398A

    公开(公告)日:1991-04-16

    申请号:US416027

    申请日:1989-10-02

    IPC分类号: C07D233/54 C07D233/64

    CPC分类号: C07D233/64

    摘要: A process for the preparation of imidazoles which are substituted with p-nitrophenyl in the 2- and/or 4- and/or 5-position and may carry additional substituents, by reacting imidazoles which are substituted by phenyl in the 2- and/or 4- and/or 5-position and may carry additional substituents with mixtures of sulfuric acid and nitric acid, wherein the reaction is carried out in the presence of urea.

    摘要翻译: 在2-和/或4-和/或5-位上用对硝基苯取代的咪唑制备方法,可以通过在2-和/或 4-和/或5-位,并且可以用硫酸和硝酸的混合物携带另外的取代基,其中反应在尿素存在下进行。

    Preparation of acylated imidazoles
    7.
    发明授权
    Preparation of acylated imidazoles 失效
    酰化咪唑的制备

    公开(公告)号:US4924000A

    公开(公告)日:1990-05-08

    申请号:US321110

    申请日:1989-03-09

    CPC分类号: C07D233/64

    摘要: Acylated imidazoles of the formula ##STR1## where R.sup.1 and R.sup.3 are each H, alkyl of from 1 to 12 carbon atoms, alkenyl of from 1 to 12 carbon atoms, aryl, aralkyl or alkylaryl, R.sup.4 is H, alkyl of from 1 to 12 carbon atoms, alkenyl of from 1 to 12 carbon atoms, aryl, aralkyl or alkylaryl, and R.sup.5 is alkyl of from 1 to 12 carbon atoms, alkenyl of from 1 to 12 carbon atoms, aryl, aralkyl, alkylaryl or carboxyl, are prepared by reacting imidazoles of the formula ##STR2## where R.sup.1, R.sup.2 and R.sup.3 are each alkyl of from 1 to 12 carbon atoms, alkenyl of from 1 to 12 carbon atoms, aryl, aralkyl or alkylaryl, at least one of the radicals R.sup.1, R.sup.2 and R.sup.3 being hydrogen, and R.sup.4 is H, alkyl of from 1 to 12 carbon atoms, alkenyl of from 1 to 12 carbon atoms, aryl, aralkyl or alkylaryl, with widely used acylating agents of the formula ##STR3## where R.sup.5 is as defined above and Y is halide, alkoxy, acyloxy or hydroxyl, in the presence of acidic metal oxides and/or phosphates, preferably in the gas phase.

    摘要翻译: 其中R 1和R 3各自为H,具有1至12个碳原子的烷基,1至12个碳原子的烯基,芳基,芳烷基或烷基芳基,R 4为H,1至12的烷基, 碳原子,1至12个碳原子的烯基,芳基,芳烷基或烷基芳基,R5是1至12个碳原子的烷基,1至12个碳原子的烯基,芳基,芳烷基,烷基芳基或羧基, 使式(Ia)的咪唑与R1,R2和R3各自为1至12个碳原子的烷基,1至12个碳原子的烯基,芳基,芳烷基或烷基芳基,基团R1,R2和 R3为氢,R4为H,1至12个碳原子的烷基,1至12个碳原子的烯基,芳基,芳烷基或烷基芳基,以及广泛使用的通式为“IMAGE”的酰化剂,其中R5如上定义 在酸性金属氧化物和/或磷酸盐的存在下,优选在气相中,Y是卤化物,烷氧基,酰氧基或羟基。

    Preparation of aryl chloroformates
    8.
    发明授权
    Preparation of aryl chloroformates 失效
    氯甲酸芳基酯的制备

    公开(公告)号:US5274164A

    公开(公告)日:1993-12-28

    申请号:US975693

    申请日:1992-11-13

    IPC分类号: C07C68/02 C07C69/96

    CPC分类号: C07C68/02

    摘要: A process for the preparation of aromatic aryl chloroformates of the general formula I ##STR1## in which Ar denotes an aryl radical optionally mono- to penta-substituted by C.sub.1 -C.sub.20 -alkyl, C.sub.2 -C.sub.20 -alkenyl, C.sub.3 -C.sub.8 -alkyl-cycloalkyl, C.sub.1 -C.sub.20 -haloalkyl, C.sub.1 -C.sub.20 -alkoxy, C.sub.1 -C.sub.20 -alkylthio, halo, cyano, C.sub.2 -C.sub.20 -alkylcarbonyloxy, C.sub.3 -C.sub.20 -carboalkoxy, formyl, C.sub.2 -C.sub.20 -dialkylamino, aryl, aryloxy, arylthio, aroyl, C.sub.7 -C.sub.20 -aralkyl, C.sub.7 -C.sub.20 -aralkoxy, arylsulfonyl and/or C.sub.7 -C.sub.20 -aralkylthio and/or optionally mono- or di-substituted by chloroformyl and/or nitro, from phosgene and phenols of the general formula IIAr--OH (II),in which Ar has the meanings stated above and optionally carries one or two hydroxy groups, wherein the reaction is carried out at a temperature of from 60.degree. to 180.degree. C. in the presence of an organic phosphorus compound of the general formula III ##STR2## in which at least one of the radicals R.sup.1, R.sup.2, and R.sup.3 stands, irrespective of the others, for --NR.sup.5 R.sup.6 or --O--R.sup.7 andR.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, R.sup.7 independently denote C.sub.1 -C.sub.20 -alkyl, C.sub.2 -C.sub.20 -alkenyl, halo, aryl, or C.sub.7 -C.sub.20 -aralkyl and R.sup.1 and R.sup.2, R.sup.1 and R.sup.3, R.sup.2 and R.sup.3, and R.sup.5 and R.sup.6 each denote a saturated or unsaturated C.sub.2 -C.sub.5 -alkylene chain,X denotes hydroxy, aryloxy, halo, or an inorganic or organic acid anion,R.sup.4 denotes hydrogen or C.sub.1 -C.sub.20 -alkyl or halo when X stands for halo, aryloxy, or aralkoxy,n is equal to 0 or 1, andR.sup.4 and X can together denote oxygen or sulfur.

    摘要翻译: 制备通式I(I)的芳族芳基氯甲酸酯的方法,其中Ar表示任选被C 1 -C 20 - 烷基,C 2 -C 20 - 烯基,C 3 -C 8单取代至五取代的芳基 - 烷基 - 环烷基,C 1 -C 20卤代烷基,C 1 -C 20 - 烷氧基,C 1 -C 20 - 烷硫基,卤素,氰基,C 2 -C 20烷基羰基氧基,C 3 -C 20 - 烷氧基,甲酰基,C 2 -C 20 - 二烷基氨基,芳基, ,芳基硫基,芳酰基,C 7 -C 20 - 芳烷基,C 7 -C 20 - 芳烷氧基,芳基磺酰基和/或C 7 -C 20 - 芳烷硫基,和/或任选被氯仿和/或硝基的一般或二取代的光气和酚 式II Ar-OH(II),其中Ar具有上述含义并任选地带有一个或两个羟基,其中反应在有机物存在下在60-180℃的温度下进行 磷化合物,其中R 1,R 2和R 3中的至少一个与-NR 5 R 6或-O-R 7和R 1,R 2,R 3,R 4不同,其中R 1,R 2和R 3中的至少一个表示 , R5,R6,R7独立地表示C1-C20烷基,C2-C20-烯基,卤素,芳基或C7-C20-芳烷基,R1和R2,R1和R3,R2和R3,以及R5和R6各自表示饱和 或不饱和C 2 -C 5亚烷基链,X表示羟基,芳氧基,卤素或无机或有机酸阴离子,当X代表卤素,芳氧基或芳烷氧基时,R 4表示氢或C 1 -C 20烷基或卤素,n相等 至0或1,R4和X可以一起表示氧或硫。

    Preparation of 4-nitro-5-imidazolyl ethers and thioethers
    9.
    发明授权
    Preparation of 4-nitro-5-imidazolyl ethers and thioethers 失效
    制备4-硝基-5-咪唑基醚和硫醚

    公开(公告)号:US4900825A

    公开(公告)日:1990-02-13

    申请号:US201051

    申请日:1988-06-01

    摘要: 4-Nitro-5-imidazolyl ethers and thioethers of the formula I ##STR1## where R.sup.1 is alkyl, alkoxyalkyl, cycloalkyl, aryl, aralkyl or alkylaryl, R.sup.2 is hydrogen, alkyl, cycloalkyl, aryl, aralkyl or alkylaryl, R.sup.3 is alkyl, cycloalkyl, aryl, aralkyl, alkylaryl or a heterocyclic or heteroaromatic radical or a counter-ion of the corresponding alcoholate or thiolate or, where X is sulfur, R.sup.3 is hydrogen, and X is oxygen or sulfur, and the stated organic radicals may furthermore carry substituents which are inert under the reaction conditions, are prepared by reacting a dinitroimidazole of the formula II ##STR2## with an alcohol or thiol of the formula IIIR.sup.3 --XH (III)in a solvent or diluent at a pH of the from 4 to 16.

    摘要翻译: 4-硝基-5-咪唑基醚和式I的硫醚其中R1是烷基,烷氧基烷基,环烷基,芳基,芳烷基或烷基芳基,R2是氢,烷基,环烷基,芳基,芳烷基或烷基芳基,R3 是烷基,环烷基,芳基,芳烷基,烷基芳基或杂环或杂芳族基团或相应的醇化物或硫醇盐的反离子,或其中X是硫,R 3是氢,X是氧或硫,并且所述有机基团 还可以在反应条件下进行惰性的取代基,其通过使式II(II)的二硝基咪唑与式IIIR 3 -XH(III)的醇或硫醇在溶剂或稀释剂中反应而制备, pH为4至16。

    Preparation of 1-alkylimidazoles
    10.
    发明授权
    Preparation of 1-alkylimidazoles 失效
    1-烷基咪唑的制备

    公开(公告)号:US4864030A

    公开(公告)日:1989-09-05

    申请号:US238121

    申请日:1988-08-30

    IPC分类号: C07D233/90

    CPC分类号: C07D233/90

    摘要: Process for the preparation of 1-alkylimidazoles of the general formula (I) ##STR1## where R.sup.1 is alkyl, R.sup.2 and R.sup.3 are hydrogen, alkyl, aryl, arylalkyl, or alkylaryl, R.sup.4 is carboxy, alkoxycarbonyl R.sup.5 OCC--, carbamoyl, or cyano, and R.sup.5 is an alkyl of from 1 to 8 carbon atoms--by the reaction of imidazoles of the general formula (II) ##STR2## with dialkyl sulfates of the general formula (III)(R.sup.1 O).sub.2 SO.sub.2 (III)at elevated temperatures in the presence of a carboxylic acid or anhydride or of both acid and anhydride.

    摘要翻译: 制备通式(I)的1-烷基咪唑的方法其中R 1是烷基,R 2和R 3是氢,烷基,芳基,芳基烷基或烷基芳基,R 4是羧基,烷氧基羰基,R 5 OCC - ,氨基甲酰基 ,或氰基,R 5是1至8个碳原子的烷基 - 通式(II)的咪唑与(II)的二烷基硫酸盐(R 1 O)2 SO 2( III)在羧酸或酸酐或酸和酸酐的存在下在升高的温度下进行。