Novel phenoxyphenylamino acid derivatives, the production thereof,
compositions containing them and use thereof

    公开(公告)号:US4649212A

    公开(公告)日:1987-03-10

    申请号:US719632

    申请日:1985-04-04

    申请人: Dieter Durr

    发明人: Dieter Durr

    摘要: The invention relates to novel phenoxyphenylamino acid derivatives of the formula I ##STR1## wherein X is hydrogen, chlorine, fluorine or bromine,R.sup.1 is hydrogen, nitroso, or C.sub.1 -C.sub.4 alkyl, C.sub.2 -C.sub.4 alkenyl, C.sub.1 -C.sub.4 alkylcarbonyl or C.sub.2 -C.sub.4 alkenylcarbonyl, each of which is unsubstituted or substituted by one or more halogen atoms,Q is a straight chain or branched aliphatic radical of 1 to 5 carbon atoms ##STR2## in which A', E', G', L' and M' are hydrogen or C.sub.1 -C.sub.4 alkyl, or two adjacent substituents A', E', G', L' and M' together are also a bond between the two carbon atoms to which they are attached; A, E, G, L and M are hydrogen or one or two of A, E, G, L and M are also --OR.sup.2, --SR.sup.3, --COOR.sup.4, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 alkyl substituted by --OR.sup.5, --SR.sup.6 or --COOR.sup.7, where R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6 and R.sup.7 are hydrogen or C.sub.1 -C.sub.4 alkyl; a, b, c and d are 0 or 1; or R.sup.1 and G together are a trimethylene bridge and a, b, c and d are 0; andZ is --COO.sup..crclbar. Me.sup..sym., --COOR.sup.8, --COSR.sup.8, --CONR.sup.9 R.sup.10, --COR.sup.11 or --CN, where Me.sup..sym. is a cation, R.sup.8 is hydrogen, C.sub.1 -C.sub.8 alkyl which is unsubstituted or substituted by halogen, cyano or C.sub.1 -C.sub.4 alkoxy, or is C.sub.2 -C.sub.8 alkenyl or C.sub.3 -C.sub.8 alkynyl, R.sup.9 is hydrogen, C.sub.1 -C.sub.4 alkyl or C.sub.3 -C.sub.6 cycloalkyl, R.sup.10 is hydrogen, amino, hydroxyl, C.sub.1 -C.sub.4 alkyl which is unsubstituted or substituted by C.sub.1 -C.sub.4 alkoxy, or is C.sub.2 -C.sub.4 alkynyl, C.sub.1 -C.sub.4 alkoxy or C.sub.3 -C.sub.6 cycloalkylaminocarbonyl and R.sup.11 is hydrogen or C.sub.1 -C.sub.4 alkyl which is unsubstituted or substituted by C.sub.1 -C.sub.4 alkoxy, with the proviso that, in compounds in which simultaneously R.sup.1 is hydrogen and a, b, c and d are O, (i) G is --OR.sup.2, -- COOR.sup.4 or C.sub.1 -C.sub.4 alkyl which is substituted by --OR.sup.5, --SR.sup.6 or --COOR.sup.7, or (ii) G and G' are both C.sub.1 -C.sub.4 alkyl and also to the preparation of these compounds. The compounds of formula I or compositions containing them may be used for controlling undesirable plant growth and for desiccating and defoliating cotton and potato plants.

    Semicarbazide intermediates for preparing 4-substituted indoles
    5.
    发明授权
    Semicarbazide intermediates for preparing 4-substituted indoles 失效
    用于制备4-取代吲哚的氨基脲中间体

    公开(公告)号:US4454337A

    公开(公告)日:1984-06-12

    申请号:US471572

    申请日:1983-03-02

    申请人: Lawrence I. Kruse

    发明人: Lawrence I. Kruse

    CPC分类号: C07D209/08

    摘要: A new chemical sequence for preparing certain indoles is disclosed which employes certain 2-substituted-6-nitrophenylacetaldehyde semicarbazones claimed here. Said semicarbazones are cyclized to the indoles by low pressure hydrogenation.

    摘要翻译: 公开了一种用于制备某些吲哚的新的化学顺序,其使用了这里所要求的某些2-取代-6-硝基苯基乙醛缩氨基脲。 通过低压氢化将所述的缩氨基脲环化成吲哚。

    Substituted diphenyl ether herbicides and process for use

    公开(公告)号:US4429146A

    公开(公告)日:1984-01-31

    申请号:US368558

    申请日:1982-04-15

    申请人: Kou-Chang Liu

    发明人: Kou-Chang Liu

    摘要: This invention relates to substituted diphenyl ethers having selective herbicidal properties and having the formula: ##STR1## wherein R is a saturated or unsaturated, straight chain or branched aliphatic hydrocarbon radical of from 1 to 18 carbon atoms wherein one or more of the --CH.sub.2 -- groups can be replaced with --O--, --S--, --S--S--, --SO--, --SO.sub.2 -- or --NR.sub.2 -- and said hydrocarbon radical is optionally substituted with halogen, trihalomethyl, cyano, aryl, hydroxy, alkoxy, nitro or cycloalkyl having 3 to 6 carbon atoms;R.sub.1 is ##STR2## R.sub.3 is ##STR3## R.sub.2 is hydrogen or a saturated or unsaturated straight or branched chain aliphatic radical having from 1 to 8 carbon atoms, optionally substituted with halogen, hydroxy, alkoxy, cyano or nitro;R.sub.4 and R.sub.5 are independently a saturated or unsaturated, straight or branched chain aliphatic radical having 1 to 8 carbon atoms optionally substituted with halogen, trihalomethyl, alkoxy or cyano; hydrogen or phenyl optionally substituted with halogen, alkyl, alkoxy, trihalomethyl, nitro or cyano;R.sub.6 is a saturated or unsaturated straight chain or branched aliphatic radical containing from 1 to 8 carbon atoms, optionally substituted with halogen, trihalomethyl, cyano, hydroxy, nitro, acetoxy, alkoxy, thioalkoxy or aryl; an aryl radical optionally substituted with halogen, trihalomethyl, hydroxy, cyano, nitro, alkyl or alkoxy; a cyclic 3-6 membered ring alkylene or 5-6 membered ring alkenylene or benzyl optionally substituted with halogen, trihalomethyl, alkyl, hydroxy, alkoxy or cyano;R.sub.7 is an alkylene diradical having from 1 to 6 carbon atoms;X and X' are each independently --O--, --S-- or --NR.sub.2 --L, M and N are each independently hydrogen, hydroxy, halogen, trihalomethyl, nitro, cyano, alkyl or alkoxy having from 1 to 4 carbon atoms and ##STR4## m has a value of from 1 to 6 and n in each instance has a value of from 0 to 1.

    Vapor phase nitration of aromatic compounds
    7.
    发明授权
    Vapor phase nitration of aromatic compounds 失效
    芳香族化合物的气相硝化

    公开(公告)号:US4415744A

    公开(公告)日:1983-11-15

    申请号:US313522

    申请日:1981-10-21

    摘要: Aromatic compounds are nitrated in the vapor phase via a process comprising contacting the aromatic compound with a nitrating agent in the presence of a nitration promotion catalyst which comprises the adduct of:(a) an alumina-silica-metal oxide combination represented by the formula:(Al.sub.2 O.sub.3).sub.a (SiO.sub.2).sub.b (M.sub.2/n O).sub.c wherein M is a metal cation selected from the group consisting of the lanthanides or rare earths, Groups 1b, 2b, 5b, 6b, 7b, and 8 of the Periodic Table of the Elements, and mixtures thereof, and a, b, and c represent weight percent of the Al.sub.2 O.sub.3, SiO.sub.2, and M.sub.2/n O components, respectively, in the alumina-silica-metal oxide combination, with a being 0 to 100, b being 0 to 100, and c being 0 to 50, and n represents an integer from 1 to 7 of the valence of the metal cation, with the proviso that the sum of (a+b) must be greater than 0, and(b) a catalytically effective amount of sulfur trioxide.

    摘要翻译: 芳族化合物在气相中通过包括在硝化促进催化剂存在下使芳族化合物与硝化剂接触的方法进行硝化,所述催化剂包含以下加合物:(a)由下式表示的氧化铝 - 二氧化硅 - 金属氧化物组合: (Al 2 O 3)a(SiO 2)b(M2 / nO)c其中M是选自镧系元素或稀土的金属阳离子,元素周期表的第1b,2b,5b,6b,7b和8族 元素及其混合物,a,b和c分别表示氧化铝 - 二氧化硅 - 金属氧化物组合中的Al 2 O 3,SiO 2和M 2 / NO组分的重量百分比,其中0至100,b为 0〜100,c为0〜50,n表示金属阳离子的化合价的1〜7的整数,条件是(a + b)之和必须大于0,(b) 催化有效量的三氧化硫。

    Terephthalic acid derivatives and process for preparing them
    8.
    发明授权
    Terephthalic acid derivatives and process for preparing them 失效
    对苯二甲酸衍生物及其制备方法

    公开(公告)号:US4339601A

    公开(公告)日:1982-07-13

    申请号:US192471

    申请日:1980-09-30

    IPC分类号: C07C205/58 C07C79/46

    CPC分类号: C07C205/58 C07C201/12

    摘要: The novel compounds of the formula: ##STR1## wherein R.sup.1 and R.sup.2 are each either hydrogen or an alkyl group containing from 1 to 4 carbon atoms, and maybe the same or different, are useful intermediates in a novel process for the preparation of herbicidally active compounds such as 2,5-dichloro-3-nitro-benzoic acid, 2,5-dichloro-3-amino-benzoic acid and their functional derivatives.

    摘要翻译: 下式的新型化合物:其中R 1和R 2各自为氢或含有1至4个碳原子的烷基,并且可以相同或不同,在制备除草活性的新方法中是有用的中间体 化合物如2,5-二氯-3-硝基 - 苯甲酸,2,5-二氯-3-氨基 - 苯甲酸及其官能衍生物。

    Process for the preparation of
4-[2-(dimethylamino)-ethoxy]2-methyl-5-(1-methylethyl)-phenol esters
and their salts
    10.
    发明授权
    Process for the preparation of 4-[2-(dimethylamino)-ethoxy]2-methyl-5-(1-methylethyl)-phenol esters and their salts 失效
    制备4- [2-(二甲基氨基) - 乙氧基] -2-甲基-5-(1-甲基乙基) - 苯酯及其盐的方法

    公开(公告)号:US4336396A

    公开(公告)日:1982-06-22

    申请号:US212796

    申请日:1980-12-04

    CPC分类号: C07C217/20

    摘要: This invention relates to a process for the preparation of 4-[2-(dimethylamino)-ethoxy]-2-methyl-5-(1-methylethyl)-phenol esters (I) and their salts with organic and inorganic acids comprising the reaction of thymol with a salt of an 1-halo-dimethylaminoethane to obtain ethylamine-N,N-dimethyl-2-(thymyloxy) (II), the subsequent reaction of (II) with an acylating agent according to the Friedel and Kraft reaction to obtain 4-[2-(dimethylamino)-ethoxy]-2-methyl-5-(1-methylethyl)-1-acyl-benzene (III) and the oxidation of (III) to obtain the products (I) which, if desired, may be transformed in their salts with organic or inorganic acids.This process allows to obtain the products (I) in high quality and quantity without isolating any intermediate product.

    摘要翻译: 本发明涉及一种制备4- [2-(二甲基氨基) - 乙氧基] -2-甲基-5-(1-甲基乙基) - 苯酯(I)的方法及其与包含反应的有机和无机酸的盐 的麝香草酚与1-卤代 - 二甲基氨基乙烷的盐反应,得到乙胺-N,N-二甲基-2-(胸甲氧基)(II),随后根据Friedel和Kraft反应将酰化剂(II)与 得到4- [2-(二甲基氨基) - 乙氧基] -2-甲基-5-(1-甲基乙基)-1-酰基 - 苯(III)和氧化(III)得到产物(I) 所需的,可以用有机或无机酸转化成它们的盐。 该方法允许以高质量和数量的方式获得产品(I),而不隔离任何中间产物。