Preparation of 2-(methylthiomethyl)-6-(trifluoromethyl)aniline from
ortho-aminobenzotrifluoride
    1.
    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

    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。

    Electrolytic desulfurization of anilino sulfur compounds
    4.
    发明授权
    Electrolytic desulfurization of anilino sulfur compounds 失效
    苯胺硫化合物的电解脱硫

    公开(公告)号:US4404069A

    公开(公告)日:1983-09-13

    申请号:US358771

    申请日:1982-03-17

    IPC分类号: C07C209/68 C25B3/04 C07C85/20

    CPC分类号: C25B3/04 C07C209/68

    摘要: Various substituted ortho-alkyl anilines are prepared by electrolytic desulfurization of various benzyl sulfides, sulfoxides and sulfones, e.g. 2-methyl-6-trifluoromethylaniline is prepared from 2-amino-3-trifluoromethylbenzyl sulfides, sulfoxides and sulfones. The processes are conducted in concentrated aqueous quaternary ammonium hydroxide, as well as in aprotic media. The substituted anilines obtained are useful as intermediates for herbicide compounds.

    摘要翻译: 各种取代的邻烷基苯胺通过各种苄基硫化物,亚砜和砜的电解脱硫制备。 2-甲基-6-三氟甲基苯胺由2-氨基-3-三氟甲基苄基硫化物,亚砜和砜制备。 该方法在浓缩的氢氧化季铵水溶液以及非质子介质中进行。 获得的取代的苯胺可用作除草剂化合物的中间体。

    Process for the preparation of a glyphosate product
    5.
    发明授权
    Process for the preparation of a glyphosate product 失效
    制备草甘膦产品的方法

    公开(公告)号:US4654429A

    公开(公告)日:1987-03-31

    申请号:US743214

    申请日:1985-06-10

    IPC分类号: C07F9/38 C07F9/40

    CPC分类号: C07F9/3813 C07F9/4006

    摘要: A process for the preparation of a glyphosate product. An .alpha.-substituted N-phosphonomethylamino diacetic acid substrate is contacted in an aqueous medium with molecular oxygen in the presence of a catalyst for the oxidative cleavage of a substituent from the imino nitrogen of the substrate. Cleavage produces a glyphosate product, carbon dioxide, a higher aldehyde, or ketone. Novel intermediates and methods of preparation thereof are also disclosed.

    摘要翻译: 制备草甘膦产品的方法。 α-甲基取代的N-膦酰基甲基氨基二乙酸底物在水性介质中与分子氧在催化剂存在下接触,用于从底物的亚氨基氮氧化裂解取代基。 裂解产生草甘膦产物,二氧化碳,高级醛或酮。 还公开了新的中间体及其制备方法。

    Thermal dealkylation of N-alkyl N-phosphonomethylglycine
    6.
    发明授权
    Thermal dealkylation of N-alkyl N-phosphonomethylglycine 失效
    N-烷基N-膦酰基甲基甘氨酸的热脱烷基化

    公开(公告)号:US5068404A

    公开(公告)日:1991-11-26

    申请号:US501390

    申请日:1990-03-26

    IPC分类号: C07F9/38

    CPC分类号: C07F9/3813

    摘要: There is disclosed a process for producing the alkali metal salts of N-phosphonomethylglycine which comprises heating to an elevated temperature an aqueous solution of a di- or tri-alkali metal salt of N-alkyl-N-phosphonomethylglycine. The N-alkyl substituent contains at least one hydrogen on the beta carbon atom.

    摘要翻译: 公开了N-膦酰基甲基甘氨酸的碱金属盐的制造方法,其包括将N-烷基-N-膦酰基甲基甘氨酸的二 - 或三碱金属盐的水溶液升温至高温。 N-烷基取代基在β碳原子上含有至少一个氢。

    Catalytic hydrodesulfurization of ortho-aminobenzylsulfides
    8.
    发明授权
    Catalytic hydrodesulfurization of ortho-aminobenzylsulfides 失效
    邻氨基苄基硫化物的催化加氢脱硫

    公开(公告)号:US4806687A

    公开(公告)日:1989-02-21

    申请号:US104593

    申请日:1987-09-30

    IPC分类号: C07C209/68 C07C85/24

    CPC分类号: C07C209/68

    摘要: Ortho-alkylanilines are prepared by catalytic hydrodesulfurization of ortho-aminobenzyl sulfides using a cobalt-molybdenum oxide catalyst. For example, 2-methyl-6-trifluoromethylaniline is prepared by catalytic hydrodesulfurization of 3-trifluoromethyl-2-aminobenzyl sulfides. The substituted anilines prepared by the method of this invention are useful as intermediates in the synthesis of compounds shown to have herbicidal activity.

    摘要翻译: 正烷基苯胺通过使用钴 - 钼氧化物催化剂的邻氨基苄基硫化物的催化加氢脱硫制备。 例如,2-甲基-6-三氟甲基苯胺通过3-三氟甲基-2-氨基苄基硫化物的催化加氢脱硫制备。 通过本发明的方法制备的取代的苯胺可用作合成显示具有除草活性的化合物的中间体。

    .alpha.-Substituted N-phosphonomethyliminodiacetic acid
    9.
    发明授权
    .alpha.-Substituted N-phosphonomethyliminodiacetic acid 失效
    α-取代的N-膦酰甲基亚氨基二乙酸

    公开(公告)号:US4617415A

    公开(公告)日:1986-10-14

    申请号:US743213

    申请日:1985-06-10

    IPC分类号: C07F9/38 C07F9/40

    CPC分类号: C07F9/3813 C07F9/4006

    摘要: A process for the preparation of a glyphosate product. An .alpha.-substituted N-phosphonomethylamino diacetic acid substrate is contacted in an aqueous medium with molecular oxygen in the presence of a catalyst for the oxidative cleavage of a substituent from the imino nitrogen of the substrate. Cleavage produces a glyphosate product, carbon dioxide, a higher aldehyde, or ketone. Novel intermediates and methods of preparation thereof are also disclosed.

    摘要翻译: 制备草甘膦产品的方法。 α-甲基取代的N-膦酰基甲基氨基二乙酸底物在水性介质中与分子氧在催化剂存在下接触,用于从底物的亚氨基氮氧化裂解取代基。 裂解产生草甘膦产物,二氧化碳,高级醛或酮。 还公开了新的中间体及其制备方法。