Method of producing N,N-disubstituted amide and catalyst for producing N,N-disubstituted amide

    公开(公告)号:US11358927B2

    公开(公告)日:2022-06-14

    申请号:US17049792

    申请日:2019-04-25

    Abstract: A method of producing an N,N-disubstituted amide of the present invention is a method of reacting a nitrile with an alcohol in the presence of a catalyst, wherein the nitrile is a compound represented by R1CN (R1 represents an alkyl group having 10 or less carbon atoms or an aryl group having 10 or less carbon atoms), wherein the alcohol is a compound represented by R2OH (R2 represents an alkyl group having 10 or less carbon atoms), wherein the catalyst is a metal salt represented by MXn (M represents a metal cation having an oxidation number of n, X represents a monovalent anion including a substituted sulfonyl group represented by —S(═O)2—R3 (R3 represents a hydrocarbon group having 10 or less carbon atoms or a group in which some or all of hydrogen atoms in the hydrocarbon group are substituted with fluorine atoms), and n represents an integer of 1 to 4), a substituent bonded to a carbon atom in a carbonyl group of the N,N-disubstituted amide is R1, and two substituents bonded to nitrogen atoms in an amide group are both R2.

    Bis-amide derivative and use thereof

    公开(公告)号:US10064843B2

    公开(公告)日:2018-09-04

    申请号:US15021001

    申请日:2014-09-05

    Abstract: The present invention relates to a novel bis-amide derivative compound or a pharmaceutically acceptable salt thereof; a method of preparation thereof; and a pharmaceutical composition for preventing or treating diseases caused by hepatitis C virus infection and health functional food for preventing or ameliorating diseases caused by hepatitis C virus infection, containing the bis-amide derivative compound or a pharmaceutically acceptable salt thereof as an active ingredient.The novel bis-amide derivative compound of the present invention, particularly WJCPA-126, specifically binds to the catalytic site of CypA to effectively inhibit the activity of an isomerase, and the duration of the inhibitory effect can be increased because WJCPA-126 binds to CypA with high binding affinity exhibiting a low dissociation rate (Koff). Accordingly, WJCPA-126 has nontoxic and non-immunosuppressive characteristics and can effectively inhibit HCV replication in vitro and in vivo model systems. Additionally, WJCPA-126 reactivates the host interferon response through an increase in the expression of IFN-stimulated genes (ISGs) and the inhibition of interleukin-8 (IL-8) secretion. Therefore, a series of the bis-amide derivatives including WJCPA-126 can be useful as a novel type CypA inhibitor exhibiting antiviral effect.

    Preparation of 4-amino-2,4-dioxobutanoic acid
    7.
    发明授权
    Preparation of 4-amino-2,4-dioxobutanoic acid 有权
    4-氨基-2,4-二氧代丁酸的制备

    公开(公告)号:US09290442B2

    公开(公告)日:2016-03-22

    申请号:US14486423

    申请日:2014-09-15

    CPC classification number: C07C231/065 C07C253/30 C07C255/23 C07C235/80

    Abstract: A process for synthesizing 4-amino-2,4-dioxobutanoic acid involves reacting diethyl oxalate with an alkoxide in ethanol to form a reaction mixture, and afterward adding ethyl cyanoacetate to the reaction mixture and allowing a reaction to proceed under conditions suitable to form a first reaction product of the formula diethyl 2-cyano-3-hydroxy-butenedioate, and then isolating the diethyl 2-cyano-3-hydroxy-butenedioate, and afterward reacting the diethyl-2-cyano-3-hydroxy-butenedioate with an aqueous hydroxide under conditions suitable to form 4-amino-2,4-dioxobutanoic acid.

    Abstract translation: 合成4-氨基-2,4-二氧代丁酸的方法包括使草酸二乙酯与乙醇中的醇盐反应以形成反应混合物,然后将氰基乙酸乙酯加入到反应混合物中,并使反应在适于形成 通过2-氰基-3-羟基 - 丁烯二酸二乙酯的第一反应产物,然后分离2-氰基-3-羟基 - 丁烯二酸二乙酯,然后使2-氰基-3-羟基 - 丁烯二酸二乙酯与水溶液 氢氧化物在适合形成4-氨基-2,4-二氧代丁酸的条件下进行。

    GOLD COMPLEXES
    8.
    发明申请
    GOLD COMPLEXES 有权
    金复合体

    公开(公告)号:US20160016976A2

    公开(公告)日:2016-01-21

    申请号:US13580772

    申请日:2011-03-02

    Inventor: Steven P. Nolan

    Abstract: Gold (I) hydroxide complexes of the form Z—Au—OH and digold complexes of the form Z—Au-(μOH)—Au—Z where groups Z are two electron donors are provided. The groups Z may be carbenes, for example nitrogen containing heterocyclic carbenes (NHCs), phosphines or phosphites. The complexes can be used as catalysts, for example in reactions such as hydration of nitriles, skeletal arrangement of enynes, alkoxycyclisation of enynes, alkyne hydration, the Meyer-Shuster reaction, 3,3′ rearrangement of allylic acetates, cyclisation of propargylic acetates, Beckman rearrangements and hydroamination. The complexes can be used in medicine, for example in the treatment of cancer.

    Abstract translation: 提供Z-Au-OH形式的金(I)氢氧化物络合物和Z-Au-(μOH)-Au-Z形式的二价配合物,其中基团Z是两个电子给体。 基团Z可以是卡宾,例如含氮杂环卡宾(NHC),膦或亚磷酸酯。 络合物可以用作催化剂,例如在诸如腈水合,烯炔的骨架排列,烯炔的烷基环化,炔烃水合,Meyer-Shuster反应,烯丙基乙酸酯的3,3'重排,炔丙基乙酸酯的环化, 贝克曼重排和水文。 该复合物可用于医学中,例如用于治疗癌症。

    Method for producing a carboxylic acid amide from a carbonyl compound and hydrocyanic acid
    10.
    发明授权
    Method for producing a carboxylic acid amide from a carbonyl compound and hydrocyanic acid 有权
    由羰基化合物和氢氰酸制备羧酸酰胺的方法

    公开(公告)号:US08975440B2

    公开(公告)日:2015-03-10

    申请号:US13131462

    申请日:2009-10-29

    Abstract: The invention relates to a method for producing a carboxylic acid amide from a carbonyl compound and hydrocyanic acid, comprising the steps of A) reacting a carbonyl compound with hydrocyanic acid to produce a hydroxycarboxylic acid nitrile, B) hydrolysis of the hydroxycarboxylic acid nitrile obtained in step A) in the presence of a catalyst comprising manganese dioxide, wherein a molar excess of carbonyl compound is used in relation to the hydrocyanic acid to react the carbonyl compound with hydrocyanic acid according to step A), and the reaction mixture obtained in step A) is not purified by distillation before the hydrolysis according to step B) is carried out. The invention furthermore relates to a method for producing alkyl(meth)acrylates from polymers, moulding compounds and moulded bodies, wherein a method for producing a carboxylic acid amide from a carbonyl compound and hydrocyanic acid is carried out in accordance with the method described above.

    Abstract translation: 本发明涉及一种由羰基化合物和氢氰酸制备羧酸酰胺的方法,包括以下步骤:a)使羰基化合物与氢氰酸反应生成羟基羧酸腈,B)水解得到的羟基羧酸腈 步骤A)在包含二氧化锰的催化剂存在下,其中相对于氢氰酸使用摩尔过量的羰基化合物以使羰基化合物与氢氰酸根据步骤A)反应,并将步骤A中获得的反应混合物 )在根据步骤B)进行水解之前未经蒸馏纯化。 本发明还涉及从聚合物,成型化合物和成型体制备(甲基)丙烯酸烷基酯的方法,其中根据上述方法由羰基化合物和氢氰酸制备羧酸酰胺的方法。

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