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    • 2. 发明授权
    • Process for preparation of 4,6-diaminoresorcinol or salts thereof
    • 制备4,6-二氨基间苯二酚或其盐的方法
    • US06222074B1
    • 2001-04-24
    • US09600551
    • 2000-07-25
    • Kenichi TokunagaMotohito ShiratoriKazuhiko AkimotoHideo SuzukiIsao Hashiba
    • Kenichi TokunagaMotohito ShiratoriKazuhiko AkimotoHideo SuzukiIsao Hashiba
    • C07C21302
    • C07C213/02C07C215/80
    • The invention relates to a process for preparation of 4,6-diaminoresorcinol or salts thereof by reducing 4,6-bis(substituted)phenylazoresorcinol expressed by the formula [1] wherein, R denotes a halogen atom, an alkyl group having 1-5 carbon atoms, a hydroxycarbonyl group or an alkoxy group having 1-5 carbon atoms, n denotes 0 or any integer of 1-5, and two or more groups R may be same or different each other, for example, 4,6-bisphenylazoresorcinol, with hydrogen in the presence of a metal catalyst to obtain 4,6-diaminoresorcinol or salts thereof, characterized in that an aliphatic nitrile compound (for example, acetonitrile) is used as a solvent, or characterized in that the reduction is carried out by using at least one organic solvent selected from aliphatic nitrile compounds, aliphatic alcohols having 3-5 carbon atoms, dioxane and ethylene glycol monomethyl ether, etc. as a solvent and furthermore in the presence of a filter aid (for example, active carbon). According to the said preparation process, 4,6-diaminoresorcinol with high purity can be easily obtained from 4,6-bis(substituted)phenylazoresorcinol in a high yield.
    • 本发明涉及通过还原由式[1]表示的4,6-双(取代的)苯基次氮杂环戊烯来制备4,6-二氨基间苯二酚或其盐的方法,其中R表示卤素原子,具有1-5个 碳原子,羟基羰基或具有1-5个碳原子的烷氧基,n表示0或1-5的整数,并且两个或更多个基团R可以相同或不同,例如,4,6-双苯​​并苯并氮杂酚 在金属催化剂存在下用氢气得到4,6-二氨基间苯二酚或其盐,其特征在于使用脂族腈化合物(例如乙腈)作为溶剂,或其特征在于还原是通过 使用至少一种选自脂族腈化合物,具有3-5个碳原子的脂族醇,二恶烷和乙二醇单甲醚等作为溶剂的有机溶剂,并且在助滤剂(例如活性炭)存在下进行。 根据所述制备方法,可以从4,6-双(取代)苯基次氮基间苯二酚以高产率容易地得到高纯度的4,6-二氨基间苯二酚。
    • 3. 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。
    • 5. 发明申请
    • Method for preparing a 7-quinolinyl-3, 5-dihydroxyhept-6-enoate
    • 7-喹啉基-3,5-二羟基庚-6-烯酸酯的制备方法
    • US20050014947A1
    • 2005-01-20
    • US10473132
    • 2002-03-22
    • Kenichi TokunagaMasami KozawaKenji Suzuki
    • Kenichi TokunagaMasami KozawaKenji Suzuki
    • C07D215/14
    • C07D215/14
    • A method for preparing a 7-quinolynyl-3,5-dihydroxyhept-6-enoate useful as an intermediate for pharmaceuticals, in high yield and in high purity, is presented. It is a method for preparing a 7-quinolinyl-3,5-dihydroxyhept-6-enoate represented by the formula (IV): (wherein R represents an alkyl group or an aryl group), characterized in that a compound represented by the formula (I): (wherein R is as defined above), or a compound represented by the formula (II): (wherein R is as defined above), is reduced by sodium borohydride in the presence of a boron compound represented by the formula (III): R′OBR″2  (III) (wherein R′ and R″ represent independently an alkyl group), and then the resultant reaction mixture is treated with an aqueous solution of hydrogen peroxide.
    • 提出了以高产率和高纯度制备用作药物中间体的7-喹啉基-3,5-二羟基庚-6-烯酸酯的方法。 它是制备由式(Ⅳ)表示的7-喹啉基-3,5-二羟基庚-6-烯酸酯的方法:其中R表示烷基或芳基,其特征在于,由式 (I)表示的硼化合物(式中,R如上定义)或式(II)表示的化合物:(式中,R如上述定义)在硼化氢的存在下,由式 III):R'OBR'2(III)(其中R'和R“独立地表示烷基),然后用过氧化氢水溶液处理所得反应混合物。
    • 7. 发明授权
    • Method for preparing a 7-quinolinyl-3,5-dihydroxyhept-6-enoate
    • 7-喹啉基-3,5-二羟基庚-6-烯酸酯的制备方法
    • US07038056B2
    • 2006-05-02
    • US10473132
    • 2002-03-22
    • Kenichi TokunagaMasami KozawaKenji Suzuki
    • Kenichi TokunagaMasami KozawaKenji Suzuki
    • C07D215/14
    • C07D215/14
    • A method for preparing a 7-quinolynyl-3,5-dihydroxyhept-6-enoate useful as an intermediate for pharmaceuticals, in high yield and in high purity, is presented. It is a method for preparing a 7-quinolinyl-3,5-dihydroxyhept-6-enoate represented by the formula (IV): (wherein R represents an alkyl group or an aryl group), characterized in that a compound represented by the formula (I): (wherein R is as defined above), or a compound represented by the formula (II): (wherein R is as defined above), is reduced by sodium borohydride in the presence of a boron compound represented by the formula (III): R′OBR″2  (III) (wherein R′ and R″ represent independently an alkyl group), and then the resultant reaction mixture is treated with an aqueous solution of hydrogen peroxide.
    • 提出了以高产率和高纯度制备用作药物中间体的7-喹啉基-3,5-二羟基庚-6-烯酸酯的方法。 它是制备由式(Ⅳ)表示的7-喹啉基-3,5-二羟基庚-6-烯酸酯的方法:其中R表示烷基或芳基,其特征在于,由式 (I)表示的硼化合物(式中,R如上定义)或式(II)表示的化合物:(式中,R如上述定义)在硼化氢的存在下,由式 (III):<?in-line-formula description =“In-line Formulas”end =“lead”?> R'OBR“2 < “直链式”末端=“尾”→(其中R'和R“独立地表示烷基),然后将所得反应混合物用过氧化氢水溶液处理。