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    • 2. 发明授权
    • Process for producing N-halogenated hydantoins
    • 生产N-卤代乙内酰脲的方法
    • US07999118B2
    • 2011-08-16
    • US11251640
    • 2005-10-17
    • Hassan Y. ElnagarBruce C. PetersEdgar E. Spielman, Jr.Dustin H. Thomas
    • Hassan Y. ElnagarBruce C. PetersEdgar E. Spielman, Jr.Dustin H. Thomas
    • C07D233/74C07D233/82
    • A01N43/50C07D233/82Y10T428/2982
    • This invention provides a process for the N-halogenation of at least one 5-hydrocarbyl hydantoin and/or at least one 5,5-dihydrocarbyl hydantoin. The process comprises concurrently feeding into a reaction zone (i) water, inorganic base, and 5,5-dimethylhydantoin, these being fed separately and/or in any combination(s), (ii) a separate feed of a brominating agent, and (iii) a separate feed of a chlorinating agent, in proportions such that during all or substantially all of the time the concurrent feeding is occurring halogenation of the 5-hydrocarbyl hydantoin and/or 5,5-dihydrocarbyl hydantoin occurs and resultant halogenated product precipitates in the liquid phase of an aqueous reaction mixture, and in which the pH of the liquid phase is continuously or substantially continuously maintained in the range of about 2.0 to about 8.0 during all or substantially all of the time the concurrent feeding is occurring. Also provided by this invention is a composition of matter which is a halogenated 5-hydrocarbyl hydantoin or a halogenated 5,5-dihydrocarbyl hydantoin, which is a mixture of the 1,3-dibromo-, 1,3-dichloro-, and/or N,N′-bromochloro-species of the halogenated hydantoin.
    • 本发明提供了至少一种5-烃基乙内酰脲和/或至少一种5,5-二烃基乙内酰脲N-卤化的方法。 该方法同时进料到反应区(i)水,无机碱和5,5-二甲基乙内酰脲,这些分别单独和/或以任何组合进料,(ii)单独的溴化剂进料和 (iii)氯化剂的单独进料,其比例使得在所有或基本上所有时间内同时进料发生5-烃基乙内酰脲和/或5,5-二烃基乙内酰脲的卤化,得到的卤代产物沉淀 在水性反应混合物的液相中,并且其中液相的pH在所有或基本上所有的同时进料期间连续地或基本上连续地保持在约2.0至约8.0的范围内。 本发明还提供了一种物质组合物,其是卤代5-烃基乙内酰脲或卤代的5,5-二烃基乙内酰脲,其是1,3-二溴 - ,1,3-二氯 - 和/ 或卤代乙内酰脲的N,N'-溴氯物质。
    • 3. 发明授权
    • Process for producing N-halogenated organic compounds
    • 制备N-卤代有机化合物的方法
    • US06809205B1
    • 2004-10-26
    • US09484844
    • 2000-01-18
    • Hassan Y. ElnagarBruce C. PetersEdgar E. Spielman, Jr.Dustin H. Thomas
    • Hassan Y. ElnagarBruce C. PetersEdgar E. Spielman, Jr.Dustin H. Thomas
    • C07D23374
    • C07D233/82
    • The process enables highly effective N-halogenation of a compound having one or more halogenatable amido or imido functional groups in the molecule. The process involves, for example, concurrently feeding into a reactor (i) water, inorganic base, and the compound to be N-halogenated, e.g., a hydantoin, and a feed of (ii) a brominating agent and/or a chlorinating agent. The proportions of these feeds are such that the pH is kept within the range of ca. 5.5-8.5 (preferably 6.5-8.5, and most preferably 6.8-7.2) and one or more of the amido or imido nitrogen atoms is substituted by a bromine or chlorine atom. A feature of the process is that it can be conducted at elevated temperatures as high as about 90° C. without appreciable thermal decomposition of reactants or product. The resultant product continuously precipitates in high yield and purity. Moreover, products can be produced that are very pale yellow to almost pure white in appearance. Further, the process has been found capable of producing 1,3-dibromo-5,5-dimethylhydantoin with far larger particle sizes than previously produced on a commercial basis.
    • 该方法能够在分子中具有一个或多个可卤化酰氨基或亚氨基官能团的化合物的高效N-卤化。 该方法包括例如同时进料到反应器(i)水,无机碱和待卤化的化合物,例如乙内酰脲,和(ii)溴化剂和/或氯化剂的进料 。 这些进料的比例使得pH保持在约 5.5-8.5(优选6.5-8.5,最优选6.8-7.2),一个或多个酰胺基或亚氨基氮原子被溴或氯原子取代。 该方法的特征在于它可以在高达约90℃的高温下进行,而没有明显的反应物或产物的热分解。 所得产物以高产率和纯度连续沉淀。 此外,可以生产非常浅黄色至几乎纯白色的产品。 此外,已经发现该方法能够生产出比以前在商业上生产的粒度大得多的1,3-二溴-5,5-二甲基乙内酰脲。