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    • 1. 发明授权
    • Method of alkylating of triazine derivatives
    • 烷基化三嗪衍生物的方法
    • US5792867A
    • 1998-08-11
    • US571828
    • 1996-02-05
    • Norio TanakaMasataka HatanakaMakoto IshikawaYasuo FukueIsao HashibaYoshihisa Watanabe
    • Norio TanakaMasataka HatanakaMakoto IshikawaYasuo FukueIsao HashibaYoshihisa Watanabe
    • C07D251/16C07D251/18C07D251/52C07D251/70C07D251/54
    • C07D251/70C07D251/16C07D251/18C07D251/52
    • A method for alkylation of at least one or more amino groups or mono-substituted amino groups, each on a carbon atom of a triazine ring of 1,3,5-triazine derivatives (melamine, melamine derivatives and various kinds of guanamine derivatives and the like), which includes reacting the 1,3,5-triazine derivatives having at least one or more amino groups or mono-substituted amino groups with alcohols in the presence of a catalyst of a metal of group VII and/or group VIII in the periodic table. The object of the invention is to provide a method for alkylation of 1,3,5-triazine derivatives, which includes alkylating amino groups or mono-substituted amino groups in carbon atoms of a 1,3,5-triazine ring, whereby substituted 1,3,5-triazine derivatives which are a group of useful compounds and which are widely used as intermediates of fine chemicals such as agricultural chemicals, medications, dye-stuffs, paints and the like, as resin materials and as flame-retardant materials can be easily produced in high yields.
    • PCT No.PCT / JP94 / 01190 Sec。 371日期:1996年2月5日 102(e)日期1996年2月5日PCT提交1994年7月20日PCT公布。 出版物WO95 / 03287 日期1995年2月2日在1,3,5-三嗪衍生物(三聚氰胺,三聚氰胺衍生物等)的三嗪环的碳原子上烷基化至少一个以上的氨基或单取代氨基的方法 胍胺衍生物等),其包括使具有至少一个或多个氨基或单取代氨基的1,3,5-三嗪衍生物与醇在VII族金属和/ 或周期表中的VIII族。 本发明的目的是提供一种1,3,5-三嗪衍生物的烷基化方法,其包括在1,3,5-三嗪环的碳原子中烷基化氨基或单取代氨基,由此取代1 作为有用化合物的一组的3,5-三嗪衍生物,广泛用作农药,药物,染料,油漆等精细化学品的中间体作为树脂材料和阻燃材料, 容易以高产量生产。
    • 2. 发明授权
    • Method of alkylating triazine derivatives
    • 烷基化三嗪衍生物的方法
    • US6130332A
    • 2000-10-10
    • US737712
    • 1997-02-07
    • Norio TanakaKenichi MizusawaMakoto IshikawaYasuo FukueIsao HashibaYoshihisa Watanabe
    • Norio TanakaKenichi MizusawaMakoto IshikawaYasuo FukueIsao HashibaYoshihisa Watanabe
    • C07D251/70C07D251/16C07D251/18C07D251/42C07D251/48
    • C07D251/70
    • The object of the present invention is to provide a method for producing substituted-1,3,5-triazine derivatives at high yield, in which at least one of carbon atoms in the ring thereof is substituted by a secondary amine group having at leat one of alkyl groups. The method of the present invention is a method for alkylation of 1,3,5-triazine derivatives, characterized by reacting 1,3,5-triazine derivatives (melamines, melamine derivatives, various kinds of guanaminde derivatives, etc.) which has at least one or more amino groups or mono-substituted amino groups on carbon atom of the ring thereof, with aldehydes or ketones alcohols in the presence of a catalyst of a metal of group VII and/or group VIII in the periodic table and a hydrogen-containing gas to alkylate said at least one of amino groups or mono-substituted amino groups. These derivatives are widely used as intermediates of fine chemicals such as agricultural chemicals, medications, dyestuffs, paints and the like and are widely used resin materials and as flame-retardant materials.
    • PCT No.PCT / JP95 / 00881 Sec。 371日期1997年2月7日 102(e)日期1997年2月7日PCT提交1995年5月9日PCT公布。 WO95 / 30662 PCT出版物 日期:1995年11月16日本发明的目的是提供以高产率制备取代-1,3,5-三嗪衍生物的方法,其中环中的至少一个碳原子被仲胺 具有烷基基团的基团。 本发明的方法是1,3,5-三嗪衍生物的烷基化方法,其特征在于使1,3,5-三嗪衍生物(三聚氰胺,三聚氰胺衍生物,各种胍胺衍生物等) 在环的碳原子上的至少一个或多个氨基或单取代的氨基与醛或酮醇在元素周期表中的第Ⅶ族和/或第Ⅷ族金属的催化剂存在下反应, 含有气体以烷基化所述至少一个氨基或单取代的氨基。 这些衍生物广泛用作农药,药物,染料,油漆等精细化学品的中间体,是广泛使用的树脂材料和阻燃材料。
    • 5. 发明授权
    • Processes for producing 4,6-bis (substituted)phenylazoresorcinols
    • 生产4,6-双(取代)苯基次氮杂环戊烯的方法
    • US5962740A
    • 1999-10-05
    • US66335
    • 1998-04-28
    • Kazuhiko AkimotoKenichi TokunagaIsao HashibaHideo SuzukiYasuo KatsumuraKazuo OsakiHideo KawashitaSatoshi Yamazaki
    • Kazuhiko AkimotoKenichi TokunagaIsao HashibaHideo SuzukiYasuo KatsumuraKazuo OsakiHideo KawashitaSatoshi Yamazaki
    • C07C245/08C07C213/02
    • C07C245/08
    • A process for producing 4,6-bisphenylazoresorcinol of formula �2! wherein R represents halogen atom, C.sub.1-5 alkyl group, hydroxycarbonyl or C.sub.1-5 alkoxy group, n represents 0 or an integer of 1 to 5, and two or more Rs are the same or different from each other, which comprises reacting resorcinol with a benzenediazonium salt of formula �1! wherein R and n are the same as defined in the above formula �1!, and X represents Cl, Br, OSO.sub.3 H or OPO.sub.3 H.sub.2, in an alkaline solvent, characterized in that (a) a solution of the compound of the formula �1! is mixed with a solution or suspension of an alkali metal or alkaline earth metal hydroxide to obtain an alkaline mixture, and this alkaline mixture is mixed to be reacted with a solution or suspension containing resorcinol and/or its alkali metal salt or alkaline earth metal salt, or (b) a solution of the compound of formula �1! is mixed to be reacted with a solution or suspension of a mixture of resorcinol with its alkali metal hydroxide or alkaline earth metal hydroxide 15 to 40 times by mol as much as the resorcinol. By the above-described method, the reaction volume can be reduced as compared with the conventional processes, and 4,6-bisphenylazoresorcinol can be obtained in high yield.
    • PCT No.PCT / JP96 / 03199 Sec。 371日期:1998年4月28日 102(e)1998年4月28日PCT PCT 1996年10月31日PCT公布。 第WO97 / 16411号公报 日期1997年5月9日制备式[2]的4,6-双苯​​并苯并氮杂酚的方法,其中R表示卤素原子,C 1-5烷基,羟基羰基或C 1-5烷氧基,n表示0或1〜5的整数, 两个或多个Rs相同或不同,其包括使间苯二酚与式[1]的苯二氮鎓盐反应,其中R和n与上式[1]中定义相同,X表示Cl,Br, OSO 3 H或OPO 3 H 2,在碱性溶剂中,其特征在于:(a)式[1]化合物的溶液与碱金属或碱土金属氢氧化物的溶液或悬浮液混合,得到碱性混合物, 将碱性混合物与含有间苯二酚和/或其碱金属盐或碱土金属盐的溶液或悬浮液混合,或(b)将式[1]化合物的溶液与溶液或溶液反应,或 间苯二酚与其碱金属氢氧化物的混合物悬浮 de或碱土金属氢氧化物为间苯二酚的15〜40倍摩尔。 通过上述方法,与常规方法相比可以降低反应体积,可以高产率获得4,6-双苯​​并氮杂间苯二酚。