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

    Preparation of ortho-(alkylthiomethyl) anilines by catalytic sulfilimine rearrangement
    3.
    发明授权
    Preparation of ortho-(alkylthiomethyl) anilines by catalytic sulfilimine rearrangement 失效
    通过催化亚硫酰亚胺重排制备邻 - （烷硫基甲基）苯胺

    公开(公告)号：US4480130A

    公开(公告)日：1984-10-30

    申请号：US529914

    申请日：1983-09-07

    申请人： Audrey Y. Ku

    发明人： Audrey Y. Ku

    IPC分类号： C07C20060101 ,  C07C85/00

    CPC分类号： C07C319/14

    摘要： This invention relates to a process for preparing ortho-(alkylthiomethyl) anilines by catalytic rearrangement of aromatic sulfilimines in an inert organic solvent. The sulfilimine can be prepared using any of the procedures available in the art. This invention particularly relates to a new class of sulfilimine rearrangement catalysts.

    摘要翻译： 本发明涉及通过在惰性有机溶剂中芳香族亚硫酰胺的催化重排制备邻 - （烷硫基甲基）苯胺的方法。 可以使用本领域可获得的任何方法制备亚硫酰亚胺。 本发明特别涉及一类新型的亚硫酰亚胺重排催化剂。