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    Preparation of ortho-aminobenzotrifluoride
    2.
    发明授权
    Preparation of ortho-aminobenzotrifluoride 失效
    邻氨基三氟甲苯的制备

    公开(公告)号：US4469890A

    公开(公告)日：1984-09-04

    申请号：US530152

    申请日：1983-09-07

    申请人： John P. Chupp ,  Thomas E. Neumann ,  Michael J. Miller

    发明人： John P. Chupp ,  Thomas E. Neumann ,  Michael J. Miller

    IPC分类号： C07C17/12 ,  C07C205/12 ,  C07C85/00 ,  C07C85/11

    CPC分类号： C07C201/08 ,  C07C17/12 ,  Y02P20/584

    摘要： This invention relates to a process for the preparation of ortho-aminobenzotrifluoride (OABT) from benzotrifluoride (BTF). The process provides an overall route employing non-isolation of intermediates which can be run smoothly and which results in the preparation of OABT in high yields with less contamination. This process includes a catalytic halogenation step in which BTF is converted to meta-halo BTF and other mono and di-halo isomers of BTF followed by nitration in the same reaction vessel under conditions which do not favor nitration of the di-halo isomers of BTF to produce a mixture which predominates in 5-halo-2-nitro BTF. In the final step the 5-halo-2-nitro BTF present is reduced and hydrodehalogenated with H.sub.2 in the presence of a catalyst to form OABT. Recyclable BTF is also obtained from the final reaction.

    摘要翻译： 本发明涉及从三氟甲苯（BTF）制备邻氨基三氟甲苯（OABT）的方法。 该方法提供了使用不分离中间体的总体途径，其可以顺利运行，并且其导致OABT的制备成品率高，污染少。 该方法包括催化卤化步骤，其中BTF转化为间位卤素BTF和BTF的其它单和二卤代异构体，然后在不利于BTF的二卤代异构体硝化的相同反应容器中硝化 以产生在5-卤代-2-硝基BTF中占优势的混合物。 在最终步骤中，存在的5-卤代-2-硝基BTF在催化剂存在下用H 2还原并加氢脱卤以形成OABT。 也可从最终反应中获得可循环的BTF。

    Nitro-methyl or ethyl substituted benzotrifluoride
    5.
    发明授权
    Nitro-methyl or ethyl substituted benzotrifluoride 失效
    硝基甲基或乙基取代的三氟甲苯

    公开(公告)号：US4467125A

    公开(公告)日：1984-08-21

    申请号：US503375

    申请日：1983-06-10

    申请人： John P. Chupp ,  Gerhard H. Alt

    发明人： John P. Chupp ,  Gerhard H. Alt

    IPC分类号： C07C205/11 ,  C07C79/12

    CPC分类号： C07C205/11

    摘要： The invention herein pertains to nitro-methyl or ethyl substituted benzotrifluoride compounds useful as chemical intermediates and a process for their preparation. The chemical intermediates are useful for the preparation of substituted anilines which are precursors for a new class of 2-haloacetanilide herbicides.

    摘要翻译： 本发明涉及可用作化学中间体的硝基甲基或乙基取代的三氟甲苯化合物及其制备方法。 化学中间体可用于制备作为新一类2-卤代乙酰苯胺除草剂前体的取代苯胺。

    Preparation of 2-(methylthiomethyl)-6-(trifluoromethyl)aniline from ortho-aminobenzotrifluoride
    7.
    发明授权
    Preparation of 2-(methylthiomethyl)-6-(trifluoromethyl)aniline from ortho-aminobenzotrifluoride 失效
    由邻氨基三氟甲苯制备2-（甲硫基甲基）-6-（三氟甲基）苯胺

    公开(公告)号：US4496765A

    公开(公告)日：1985-01-29

    申请号：US530153

    申请日：1983-09-07

    申请人： Audrey Y. Ku ,  John P. Chupp ,  Terry M. Balthazor

    发明人： Audrey Y. Ku ,  John P. Chupp ,  Terry M. Balthazor

    IPC分类号： C07C20060101 ,  C07C85/24

    CPC分类号： C07C319/14 ,  C07C381/10

    摘要： This invention relates to a process for the preparation of 2-(methylthiomethyl)-6-(trifluoromethyl) aniline, [MTA], from ortho-aminobenzotrifluoride, (OABT), employing a single solvent transformation via a sulfilimine intermediate. A sulfilimine hydrochloride salt is prepared by the oxidative addition of dimethyl sulfide to OABT in the presence of N-chlorosuccinimide. Neutralization of the sulfilimine hydrochloride salt with aqueous sodium hydroxide followed by phase separation results in an organic phase containing free sulfilimine and an aqueous phase generally containing succinimide and/or sodium succinimide. In a preferred embodiment the phase separation is performed in such a manner to leave a catalytic amount of succinimide in the organic phase. The free sulfilimine catalytically rearranges at moderate temperatures in the presence of this succinimide catalyst to form MTA. The aqueous phase separated after neutralization of the sulfilimine hydrochloride salt contains succinimide and/or sodium succinimide which may be converted by the action of chlorine to N-chlorosuccinimide which in turn may be recycled to the first step in the process.

    摘要翻译： 本发明涉及一种由邻氨基三氟甲苯（OABT）制备2-（甲硫基甲基）-6-（三氟甲基）苯胺[MTA]的方法，采用经由亚硫酰亚胺中间体的单一溶剂转化。 通过在N-氯琥珀酰亚胺的存在下将二甲硫
    化物氧化加成到OABT中来制备盐酸亚硫酰胺盐。 将亚硫酰胺盐酸盐与氢氧化钠水溶液中和，随后进行相分离，得到含有游离的亚硫酰亚胺和通常含有琥珀酰亚胺和/或琥珀酰亚胺钠的水相的有机相。 在优选的实施方案中，相分离以这样一种方式进行，即在有机相中留下催化量的琥珀酰亚胺。 在该琥珀酰亚胺催化剂的存在下，游离的亚硫酰亚胺在中等温度下催化重排以形成MTA。 在中和硫酸亚胺盐酸盐后分离的水相含有琥珀酰亚胺和/或琥珀酰亚胺钠，其可以通过氯的作用转化为N-氯代琥珀酰亚胺，而N-氯代琥珀酰亚胺又可以再循环到该方法的第一步。

    N-(Alkoxymethyl)-2'-nitro-6'-substituted-2-haloacetanilides and their use as herbicides and plant growth regulants
    8.
    发明授权
    N-(Alkoxymethyl)-2'-nitro-6'-substituted-2-haloacetanilides and their use as herbicides and plant growth regulants 失效
    N-（烷氧基甲基）-2'-硝基-6'-取代-2-卤代乙酰苯胺及其作为除草剂和植物生长调节剂的用途

    公开(公告)号：US4334909A

    公开(公告)日：1982-06-15

    申请号：US133761

    申请日：1980-03-25

    申请人： John P. Chupp

    发明人： John P. Chupp

    IPC分类号： A01N37/26 ,  A01N37/22 ,  C07C103/32

    CPC分类号： A01N37/26

    摘要： N-(Alkoxymethyl)-2'-nitro-6'-substituted-2-haloacetanilide compounds have been found to be useful as herbicides and plant growth regulants. The compounds have the formula ##STR1## where X is chloro, bromo or iodo; R is C.sub.1-5 alkyl, C.sub.3-5 alkenyl, C.sub.3-5 alkynyl or C.sub.1-5 alkyl substituted by one to three C.sub.1-5 alkoxy moieties, R' is hydrogen, C.sub.1-5 alkyl, C.sub.1-5 alkoxy, halogen or NO.sub.2. R" is C.sub.1-5 alkyl, C.sub.1-5 alkoxy, halo, halo (C.sub.1-5) alkyl or NO.sub.2 ; n is zero, one or two.

    摘要翻译： 已经发现N-（烷氧基甲基）-2'-硝基-6'-取代-2-卤代乙酰苯胺化合物可用作除草剂和植物生长调节剂。 这些化合物具有式“IMAGE”，其中X是氯，溴或碘; R是C1-5烷基，C3-5烯基，C3-5炔基或被一至三个C1-5烷氧基部分取代的C1-5烷基，R'是氢，C1-5烷基，C1-5烷氧基，卤素或NO2 。 R“是C 1-5烷基，C 1-5烷氧基，卤素，卤代（C 1-5）烷基或NO 2; n为零，一或二。

    Alpha-chloro-alkoxymethyl-N-(2,6-dialkoxyphenyl)acetamides as effective turfgrass regulants
    10.
    发明授权
    Alpha-chloro-alkoxymethyl-N-(2,6-dialkoxyphenyl)acetamides as effective turfgrass regulants 失效
    α-氯 - 烷氧基甲基-N-（2,6-二烷氧基苯基）乙酰胺作为有效的草坪草调节剂

    公开(公告)号：US4288242A

    公开(公告)日：1981-09-08

    申请号：US133762

    申请日：1980-03-25

    申请人： Gerhard H. Alt ,  John P. Chupp

    发明人： Gerhard H. Alt ,  John P. Chupp

    IPC分类号： A01N37/26 ,  A01N37/24

    CPC分类号： A01N37/26

    摘要： This disclosure relates to a class of alpha-chloro-N-alkoxymethyl-N-(2,6-dialkoxyphenyl)acetamides which are effective in regulating the natural growth or development of plants. As employed herein, the term "natural growth or development" designates the normal life cycle of the plant in accordance with its genetics and its environment, in the absence of artificial, external influences. More particularly, this disclosure is concerned with a method wherein turfgrasses are treated with an alpha-chloro-N-alkoxymethyl-N-(2,6-dialkoxyphenyl)acetamide which serves to retard or reduce the rate of turfgrass growth. Such a treatment may also serve to retard or reduce the formation of seedheads and seedhead stalk elongation.

    摘要翻译： 本公开涉及一类有效调节植物的天然生长或发育的α-氯-N-烷氧基甲基-N-（2,6-二烷氧基苯基）乙酰胺。 如本文所使用的，在没有人为的外部影响的情况下，术语“自然生长或发育”表示植物根据其遗传学及其环境的正常生命周期。 更具体地说，本公开涉及一种方法，其中草坪草用α-氯-N-烷氧基甲基-N-（2,6-二烷氧基苯基）乙酰胺处理，其用于延缓或降低草坪草生长速率。 这种处理也可以用于延缓或减少种子头和种子茎茎伸长的形成。