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    Process for the preparation of 2-aminophenyl thioethers
    71.
    发明授权
    Process for the preparation of 2-aminophenyl thioethers 失效
    制备2-氨基苯基硫醚的方法

    公开(公告)号：US4808752A

    公开(公告)日：1989-02-28

    申请号：US892598

    申请日：1986-07-31

    申请人： Theodor Papenfuhs

    发明人： Theodor Papenfuhs

    IPC分类号： C07C323/36 ,  C07C67/00 ,  C07C313/00 ,  C07C319/14 ,  C07C323/18 ,  C07D277/82 ,  C07D279/16 ,  C07C85/145 ,  C07C85/24

    CPC分类号： C07C319/14 ,  C07D279/16

    摘要： A process for the preparation of 2-aminophenyl thioethers of the formula (1) ##STR1## in which R represents an alkylC.sub.1 -C.sub.6 group which can be substituted by hydroxyl, alkoxyC.sub.1 -C.sub.4, carboxyl, --COO-alkyl-C.sub.1 -C.sub.4, alkenylC.sub.2 -C.sub.6 or phenyl groups or by the radical ##STR2## and X and Y are each a hydrogen or halogen atom or an alkylC.sub.1 -C.sub.6, alkoxyC.sub.1 -C.sub.6 or nitro group, wherein the salts of the formula (4) ##STR3## in which X and Y have the stated meanings and Me denotes an alkali metal atom or the equivalent amount of an alkaline earth metal atom, which are obtainable in a known manner by reacting 2-aminobenzothiazoles of the formula (3) ##STR4## in which X and Y have the stated meanings, with an alkali metal or alkaline earth metal hydroxides in an alkali-stable anhydrous or virtually anhydrous solvent are reacted, in the isolated form or, advantageously in suspension in the mixture obtained in the ring-opening step, with an alkylating agent of the formula (2)R-Z (2)in which R has the stated meaning and Z represents a halogen atom, or of the formula (2a)(R'O).sub.2 SO.sub.2 (2 a)in which R' denotes an alkylC.sub.1 -C.sub.4 group, or of the formula (2b)Z--alkyleneC.sub.2 -C.sub.6 Z (2b)in which Z has the stated meaning, or with an alkylene-C.sub.2 -C.sub.3 oxide at 0.degree. to 100.degree. C.

    摘要翻译： 制备式（1）的2-氨基苯基硫醚的方法其中R表示可被羟基取代的烷基C 1 -C 6基团，烷氧基C 1 -C 4，羧基，-COO-烷基-C 1 -C 4，链烯基C 2 -C 6或苯基或基团，X和Y各自为氢或卤素原子或烷基C 1 -C 6烷氧基C 1 -C 6或硝基，其中式（4） （4）其中X和Y具有所述含义，Me表示碱金属原子或碱金属原子的当量，可以通过使式（3）的2-氨基苯并噻唑以已知方式得到， 其中X和Y具有所述含义，碱金属或碱土金属氢氧化物在碱稳定的无水或几乎无水的溶剂中以分离的形式或有利地在混合物中的悬浮液中反应 在开环步骤中得到式（2）RZ（2）的烷基化剂，其中R具有sta 或其中R'表示烷基C 1 -C 4基团的式（2a）（R'O）2 SO 2（2a）或式（2b）中的Z-亚烷基C 2 -C 6Z（2b ）其中Z具有所述含义，或在0℃至100℃下与亚烷基-C 2 -C 3氧化物反应。

    Process for the production of 1,2-dithiolan-3-pentanoic acid (thioctic acid) and intermediate compounds therefor
    75.
    发明授权
    Process for the production of 1,2-dithiolan-3-pentanoic acid (thioctic acid) and intermediate compounds therefor 失效
    生产1,2-二硫戊环-3-戊酸（硫辛酸）及其中间体化合物的方法

    公开(公告)号：US4705867A

    公开(公告)日：1987-11-10

    申请号：US848212

    申请日：1986-04-04

    申请人： Guenes Giray ,  Klaus Huthmacher ,  Axel Kleemann ,  Thomas Lied

    发明人： Guenes Giray ,  Klaus Huthmacher ,  Axel Kleemann ,  Thomas Lied

    IPC分类号： C07C323/52 ,  A61K31/385 ,  A61P1/16 ,  A61P25/00 ,  C07C67/00 ,  C07C313/00 ,  C07C319/06 ,  C07C319/14 ,  C07C319/20 ,  C07C323/22 ,  C07C327/22 ,  C07D339/04

    CPC分类号： C07D339/04 ,  C07C323/00

    摘要： 1,2-Dithiolane-3-pentanoic acid (D,L-thioctic acid) of the formula ##STR1## is prepared by a process comprising (a) reacting a 2-(3-alkylthiopropionyl)-cyclopentanone-1 of the formula ##STR2## where R is a C.sub.1 -C.sub.4 alkyl, phenyl or benzyl in aqueous alkaline solution at a temperature of about 20.degree. C. to about 90.degree. C. to form the corresponding carboxylic acid of formula VI ##STR3## (b) reacting the compound of formula VI with an alkyl mercaptan at a temperature between -20.degree. C. and 0.degree. C. to form the corresponding thioketal of formula VII ##STR4## (c) reacting the compound of formula VII with sodium in liquid ammonia at a temperature between -60.degree. C. and -10.degree. C. to form the 6,8-dimercaptooctanoic acid of formula VIII ##STR5## (d) reacting the 6,8-dimercaptooctanoic acid of formula VIII in alkaline solution with an iron (III) salt and oxygen to form the 1,2-dithiolane-3-pentanoic acid of formula IX, or in place of steps (a) through (c) reacting an acid of formula XII ##STR6## where R.sub.1 and R.sub.2 are hydrogen, C.sub.1 -C.sub.4 -alkyl, phenyl or benzyl, with the proviso that both R.sub.1 and R.sub.2 cannot be benzyl, with sodium in liquid ammonia at a temperature between -60.degree. C. and -10.degree. C. to form the corresponding 6,8-dimercaptooctanoic acid of formula VIII. The compounds of formulae VI, VII, XII are new.

    摘要翻译： 式（IX）的1,2-二硫戊环-3-戊酸（D，L-硫辛酸）是通过以下方法制备的，该方法包括：（a）使式（I）的2-（3-烷硫基丙酰基） - 环戊酮-1 V，其中R是在约20℃至约90℃的温度下在碱性水溶液中的C 1 -C 4烷基，苯基或苄基，以形成相应的式VI的羧酸 ）使式Ⅵ化合物与烷基硫醇在-20℃至0℃之间的温度下反应，形成相应的式Ⅶ的缩酮醛Ⅶ（c）使式Ⅶ化合物与液体中的钠反应 在-60℃至-10℃的温度下加入氨以形成式VIII的6,8-二巯基辛酸VIII（d）使式VIII的6,8-二巯基辛酸在碱性溶液中与 铁（III）盐和氧气以形成式IX的1,2-二硫戊环-3-戊酸，或代替步骤（a）至（c）使式XI的酸 其中R 1和R 2是氢，C 1 -C 4 - 烷基，苯基或苄基，条件是R 1和R 2不能是苄基，钠在液氨中在-60℃和-60℃之间， 10℃，形成相应的式VIII的6,8-二巯基辛酸。 式VI，VII，XII的化合物是新的。

    Method for splitting di-sulphide bonds and a compound obtained thereby
    78.
    发明授权
    Method for splitting di-sulphide bonds and a compound obtained thereby 失效
    分离二硫化物键的方法和由此获得的化合物

    公开(公告)号：US4647655A

    公开(公告)日：1987-03-03

    申请号：US700819

    申请日：1985-01-16

    申请人： Rolf E. Axen ,  Jan P. Carlsson ,  Hakan N. Drevin

    发明人： Rolf E. Axen ,  Jan P. Carlsson ,  Hakan N. Drevin

    IPC分类号： C12N9/00 ,  A61K38/00 ,  A61K39/00 ,  C07B31/00 ,  C07B45/06 ,  C07C67/00 ,  C07C313/00 ,  C07C319/14 ,  C07K1/06 ,  C07K1/107 ,  C07K1/113 ,  C07K1/12 ,  C07K5/02 ,  C07K14/00 ,  C07K16/00 ,  C12Q1/00 ,  G01N33/53 ,  G01N33/535 ,  A61K39/395 ,  C07K15/00 ,  C12N9/96

    CPC分类号： C07K1/122 ,  C07B45/06 ,  C07K1/067 ,  C07K16/00 ,  G01N33/53 ,  G01N33/535 ,  Y10S424/809 ,  Y10S530/862 ,  Y10S530/866

    摘要： There is described a method for splitting at least one disulphide bond --S--S--, where each of the sulphur atoms is directly bound covalently to its respective aliphatic carbon atom in an organic substance which contains at least one such disulphide bond, in which each bond --S--S-- which is split is converted substantially to two reactive groups of the formulae --S--S--R.sub.1 and R.sub.2 --S--S--, where R.sub.1 and R.sub.2 are equal or different and each is an organic residue. Splitting of the bond is effected by reacting said organic substance with a mixture of a compound R.sub.3 --S--S--R.sub.4 and a compound capable of existing in the tautomeric forms R.sub.5 --S--H and HR.sub.5 .dbd.S or corresponding resonance-stabilized anion forms, in which compounds the residues R.sub.3, R.sub.4 and R.sub.5 (i) are organic residues of which all are different, two are equal or all are equal, and (ii) are defined in (a) that each of the aforesaid sulphur atoms in the compounds R.sub.3 --S--S--R.sub. 4 and R.sub.5 --S--H is bound to a carbon atom in an aromatic ring and (b) that under prevailing splitting conditions a compound R.sub.3 --S--H or R.sub.4 --S--H released by the reaction of the compound R.sub.3 --S--S--R.sub.4 and the compound R.sub.5 --S--H exist substantially in their tautomeric forms HR.sub.3 '.dbd.S, HR.sub.4 '.dbd.S and HR.sub.5 '.dbd.S respectively, or corresponding resonance-stabilized anion forms. In each of the groups --S--S--R.sub.1 and R.sub.2 --S--S-- produced by splitting the disulphide bond, R.sub.1 and R.sub.2 are each a residue of the group which consists of R.sub.3, R.sub.4 and R.sub.5. The invention also relates to an organic compound produced by the aforesaid splitting and exhibiting at least one group --S--S--R.sub.1 and/or R.sub.2 --S--S-- bound covalently to an aliphatic carbon atom, in which groups R.sub.1 and R.sub.2 have the aforegiven significance.

    摘要翻译： PCT No.PCT / SE84 / 00186 Sec。 371日期1985年1月16日 102（e）日期1985年1月16日PCT提交1984年5月16日PCT公布。 第WO84 / 04525号公报 描述了分解至少一个二硫键-SS-的方法，其中每个硫原子与含有至少一个这样的二硫化物的有机物质中的各自的脂族碳原子共价直接键合 键，其中分裂的每个键-SS基本上转化为式-SS-R1和R2-SS-的两个反应性基团，其中R 1和R 2相同或不同，并且各自为有机残基。 通过使所述有机物质与化合物R3-SS-R4和能够以互变异构形式R5-SH和HR5 = S存在的化合物或相应的共振稳定的阴离子形式的混合物反应来实现键的分离，其中化合物 残基R3，R4和R5（i）是其全部不同的有机残基，两个相同或全部相等，（ii）在（a）中定义化合物R3-SSR中的每个上述硫原子 4和R5-SH与芳环上的碳原子结合，（b）在主要裂解条件下，通过化合物R3-SS-R4与化合物R5-反应释放的化合物R3-SH或R4-SH， SH基本上以互变异构形式存在，分别为HR3'= S，HR4'= S和HR5'= S，或相应的共振稳定的阴离子形式。 在通过裂解二硫键而产生的-S-S-R1和R2-S-S中的每一个中，R 1和R 2各自是由R 3，R 4和R 5组成的基团的残基。 本发明还涉及通过上述分解产生的有机化合物，并表现出至少一个与脂族碳原子共价结合的-S-S-R 1和/或R 2 -S-S-基团，其中R1和R2基团具有预期的意义。