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    • 23. 发明授权
    • Process for the preparation of benzothiazolyl-2-sulphenamides
    • 苯并噻唑基-2-磺基苯胺的制备方法
    • US5436346A
    • 1995-07-25
    • US240780
    • 1994-06-21
    • Ludwig EisenhuthManfred Bergfeld
    • Ludwig EisenhuthManfred Bergfeld
    • C07D277/80A61K31/425C07D277/72
    • C07D277/80
    • The process for the preparation of benzothiazolyl-2-sulphenamides, by reacting a 2-mercaptobenzothiazole or dibenzothiazolyl 2,2'-disulphide with a primary or secondary aliphatic or cycloaliphatic amine in the presence of hydrogen peroxide as oxidizing agent in an aqueous medium is distinguished in that an aqueous hydrogen peroxide solution is metered at a temperature in the range from 30.degree. to 70.degree. C. into an aqueous suspension of the respective amine and the 2-mercaptobenzothiazole or dibenzothiazolyl 2,2'-disulphide in a ratio in the range between 1.0 and 1.5 mol of amine per mole of 2-mercaptobenzothiazole or per equivalent of dibenzothiazolyl 2,2'-disulphide, preferably in a quantity of below 1.35 mol per mole of 2-mercaptobenzothiazole or per equivalent of dibenzothiazolyl 2,2'-disulphide over a period of at least 60 minutes. The total quantity of water in the reaction mixture should not exceed 1500 g per mole of 2-mercaptobenzothiazole. An environmentally friendly and economic process is provided for the preparation of benzothiazolyl-2-sulphenamides in high yield and with high selectivity.
    • PCT No.PCT / EP92 / 02917 371日期:1994年6月21日 102(e)日期1994年6月21日PCT提交1992年12月16日PCT公布。 公开号WO93 / 13084 日期:1993年7月8日。在过氧化氢作为氧化剂存在下,通过使2-巯基苯并噻唑或二苯并噻唑基2,2'-二硫化物与伯或仲脂族或脂环族胺反应制备苯并噻唑-2-磺酰胺的方法 在水性介质中的试剂的特征在于,将过氧化氢水溶液在30℃至70℃的温度下计量加入到相应的胺和2-巯基苯并噻唑或二苯并噻唑基的水悬浮液中, 以每摩尔2-巯基苯并噻唑或每当量二苯并噻唑基2,2'-二硫化物的1.0至1.5摩尔胺之间的比例的二硫化物,优选以低于1.35摩尔/摩尔2-巯基苯并噻唑或每当量的 二苯并噻唑基2,2'-二硫化物,至少60分钟。 反应混合物中的水的总量不应超过每摩尔2-巯基苯并噻唑1500克。 提供了一种环保经济的方法,以高产率和高选择性制备苯并噻唑-2-磺酰胺。
    • 26. 发明授权
    • Preparation of trans-cyclohexane-1,4-disulphonyl urea
    • 反式环己烷-1,4-二磺酰脲的制备
    • US4418211A
    • 1983-11-29
    • US215415
    • 1980-12-11
    • Hans ZengelManfred Bergfeld
    • Hans ZengelManfred Bergfeld
    • C07C271/24C07C67/00C07C209/00C07C209/56C07C211/36C07C231/00C07C231/02C07C235/58C07C239/00C07C241/00C07C263/06C07C265/00C07C265/14C07C273/18C07C275/04C07C275/26C07C311/56C07D295/20C07C127/15
    • C07C273/1845C07C311/56
    • A process is disclosed for selectively making trans-cyclohexane-1,4-diisocyanate, trans-cyclohexane-1,4-diamine, a trans-cyclohexane-1,4-diurethane, a transcyclohexane-1,4-diurea and trans-cyclohexane-1,4-disulphonyl urea by reacting ammonia with a mixture of cis and trans cyclohexane-1,4-dicarboxylic acid, a lower alkyl ester, a glycol ester, an oligomeric ester or a polyester to make a solid trans-dicarboxylic acid diamide in a first step. The diamide is chlorinated to form trans-cyclohexane-1,4-dicarboxylic acid-bis-N-chloramide. The latter compound is then converted into a(a) trans-cyclohexane-1,4-diamine with an alkali metal hydroxide or alkaline earth metal hydroxide; or into a(b) trans-cyclohexane-1,4-diurethane by reaction with an alcohol or glycol in a reaction mixture containing an alkali metal hydroxide or alkaline earth metal hydroxide; or into(c) a trans-cyclohexane-1,4-diurea by reaction with a primary or secondary amine in a reaction mixture containing an alkali metal hydroxide or alkaline earth metal hydroxide; or into a(d) trans-cyclohexane-1,4-sulphonyl urea by reaction with a primary sulphonamide in a reaction mixture containing an alkali metal hydroxide and dimethyl formamide and water.The diurea prepared in (c) may be converted into trans-cyclohexane-1,4-diisocyanate with gaseous hydrogen chloride in an inert solvent. The diurethane prepared in (b) and the disulphonyl urea prepared in (d) may be thermally decomposed into trans-cyclohexane-1,4-diisocyanate.
    • 公开了一种选择性制备反式环己烷-1,4-二异氰酸酯,反式环己烷-1,4-二胺,反式环己烷-1,4-二氨基甲酸酯,反式环己烷-1,4-二脲和反式环己烷 -1,4-二磺酰脲通过使氨与顺式和反式环己烷-1,4-二羧酸,低级烷基酯,乙二醇酯,低聚酯或聚酯的混合物反应制得固体反式二羧酸二酰胺 在第一步。 将二酰胺氯化以形成反式 - 环己烷-1,4-二羧酸 - 双-N-氯酰胺。 然后将后一种化合物用碱金属氢氧化物或碱土金属氢氧化物转化为(a)反式 - 环己烷-1,4-二胺; 或通过与含有碱金属氢氧化物或碱土金属氢氧化物的反应混合物中的醇或二醇反应,形成(b)反式环己烷-1,4-二氨基甲酸酯; 或者通过与含有碱金属氢氧化物或碱土金属氢氧化物的反应混合物中的伯胺或仲胺反应形成(c)反式环己烷-1,4-二脲; 或通过与含有碱金属氢氧化物和二甲基甲酰胺和水的反应混合物中的伯磺酰胺反应而形成(d)反式 - 环己烷-1,4-磺酰脲。 (c)中制备的二脲可以在惰性溶剂中用气态氯化氢转化成反式 - 环己烷-1,4-二异氰酸酯。 (b)中制备的二氨基甲酸酯和(d)中制备的二磺酰脲可以热分解成反式环己烷-1,4-二异氰酸酯。