CAS: 1485-70-7; N-Benzylbenzamide

该化合物是一种有机化合物,其特征是其氨化功能组,其中苯基化合物组附于氨化物的氮,通常看起来像白到白的晶状固体,以其在乙醇和二氯甲烷等有机溶剂中的中等溶解性而闻名,同时在水中不易溶解;该化合物展示了一个具有类似芳香薄膜特征的熔点,表明其在室温下处于牢固状态;N-Benzylbenzamide可以参与各种化学反应,包括囊化和核细胞替代,使其在合成有机化学中有用;其结构允许生物系统中的潜在相互作用,这可能导致在药物中或作为中间分子合成中的应用;此外,芳香和氨化物的功能的存在有助于其独特的化学特性,包括在特定条件下的稳定性和再活性;应当参考安全数据,以便处理任何化学物质,确保采取适当的防范措施.

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合成工艺路线路线简述

    📜N-苄基-2-溴苯甲酰胺置于[ruthenium(II)(η6-1-Methyl-4-Isopropyl-Benzene)(Chloride)(μ-Chloride)]2,Cesium Acetate,异丙醇体系中,用78%的收率获得n-苄基苯甲酰胺
    参考文献:钌(II)配合物催化的有机卤化物的转移加氢脱卤
    标题:钌(II)配合物催化的有机卤化物的转移加氢脱卤
    摘要:报道了一种使用2-丙醇溶剂作为氢化物源的简单有效的ru(II)催化有机卤化物转移加氢脱卤的方法.该方法适用于多种芳香卤化物以及α-卤代酯和酰胺的加氢脱卤,而无需其他配体,并且在许多情况下均实现了定量收率.该方法的潜在合成应用通过有效的克级转化和低至0.5 Mol%的催化剂负载得到证明.
    Doi:10.1021/acs.Joc.6B02222

    海关参考信息

    专利信息


    专利号:US-3732199-A
    优先权日:1971-03-15
    标 题 :Peptide synthesis
    发明人:SCHWARZ J
    权利人:SQUIBB & SONS INC
    摘要:IMPROVEMENT IN THE SYNTHESIS OF PEPTIDES INVOLVING THE FORMATION OF NOVEL ACTIVE INTERMEDIATES. THESE ACTIVE INTERMEDIATES ARE FORMED BY REACTION AT LOWERED TEMPERATRES OF AN IMIDYL HALIDE WITH THE TERTIARY AMMONIUM SALT OF THE ACID MOIETY OF AN AMINO ACID OR PEPTIDE. THE INTERMEDIATE THUS FORMED IS THEN REACTED WITH THE AMINO MOIETY OF THE AMINO ACID OR PEPTIDE TO BE COUPLED, THUS FORMING THE DESIRED PEPTIDE OR POLYPEPTIDE.

    专利号:US-2005027120-A1
    优先权日:2003-06-02
    标 题 :Method for the synthesis of amides and related products from esters or ester-like compounds
    发明人:GOJON-ZORRILLA GABRIEL
    权利人:REACTIMEX S A DE C V
    摘要:A versatile, eco-friendly, and efficient method for the convenient conversion of esters and ester-like compounds into amides, peptides, carbamates, ureas, oxamides, oxamates, hydrazides, oxazolidinones, pyrazolones, oxazolidinediones, barbituric acids, and other molecules containing one or more OCN moieties in the presence of a diol or polyol is disclosed.

    专利号:US-9045381-B2
    优先权日:2010-10-19
    标 题:Ruthenium complexes and their uses in processes for formation and/or hydrogenation of esters, amides and derivatives thereof
    发明人:MILSTEIN DAVID; BALARAMAN EKAMBARAM; GUNANATHAN CHIDAMBARAM; GNANAPRAKASAM BOOPATHY; ZHANG JING
    权利人:MILSTEIN DAVID; BALARAMAN EKAMBARAM; GUNANATHAN CHIDAMBARAM; GNANAPRAKASAM BOOPATHY; ZHANG JING; YEDA RES & DEV
    摘要:The present invention relates to novel Ruthenium catalysts and related borohydride complexes, and the use of such catalysts, inter alia, for (1) hydrogenation of amides (including polyamides) to alcohols and amines; (2) preparing amides from alcohols with amines (including the preparation of polyamides (e.g., polypeptides) by reacting dialcohols and diamines and/or by polymerization of amino alcohols); (3) hydrogenation of esters to alcohols (including hydrogenation of cyclic esters (lactones) or cyclic di-esters (di-lactones) or polyesters); (4) hydrogenation of organic carbonates (including polycarbonates) to alcohols and hydrogenation of carbamates (including polycarbamates) or urea derivatives to alcohols and amines; (5) dehydrogenative coupling of alcohols to esters; (6) hydrogenation of secondary alcohols to ketones; (7) amidation of esters (i.e., synthesis of amides from esters and amines); (8) acylation of alcohols using esters; (9) coupling of alcohols with water to form carboxylic acids; and (10) dehydrogenation of beta-amino alcohols to form pyrazines. The present invention further relates to the novel uses of certain pyridine Ruthenium catalysts.

    专利号:US-9334230-B2
    优先权日:2009-09-18
    标题:Process of forming an amide
    发明人:HONG SOON HYEOK; GHOSH SUBHASH CHANDRA; ZHANG YAO; MUTHAIAH SENTHILKUMAR; CHEN CHENG; XU XIANGYA
    权利人:HONG SOON HYEOK; GHOSH SUBHASH CHANDRA; ZHANG YAO; MUTHAIAH SENTHILKUMAR; CHEN CHENG; XU XIANGYA; UNIV NANYANG TECH
    摘要:A process is provided for the synthesis of an amide. A primary or secondary amine and a primary alcohol, with the amine and the alcohol being either moieties of different reactants or moieties of the same molecule, are contacted in the presence of a Ruthenium (II) catalyst. The Ruthenium (II) catalyst is free of a phosphine ligand. The process is also carried out in the absence of a phosphine. Providing the Ruthenium (II) catalyst includes providing an N-heterocyclic carbene.

    专利号:US-9593142-B2
    优先权日:2013-12-26
    标题 :Aldehyde capture ligation technology for synthesis of amide bonds
    发明人:ARORA PARAMJIT S; RAJ MONIKA; WU HUABIN
    权利人:ARORA PARAMJIT S; RAJ MONIKA; WU HUABIN; UNIV NEW YORK
    摘要:The present invention relates to ligation agents and their use in making an amide ligation product. Methods of making the ligation agents are also disclosed.

    专利号:US-12145139-B2
    优先权日:2016-02-09
    标题 :Manganese based complexes and uses thereof for homogeneous catalysis
    发明人:MILSTEIN DAVID; NERUSH ALEX; VOGT MATTHIAS; MUKHERJEE ARUP; ESPINOSA-JALAPA NOEL ANGEL; CHAKRABORTY SUBRATA
    权利人:YEDA RES & DEV; NERUSH ARKADI
    摘要:The present invention relates to novel manganese complexes and their use, inter alia, for homogeneous catalysis in (1) the preparation of imine by dehydrogenative coupling of an alcohol and amine; (2) C—C coupling in Michael addition reaction using nitriles as Michael donors; (3) dehydrogenative coupling of alcohols to give esters and hydrogen gas (4) hydrogenation of esters to form alcohols (including hydrogenation of cyclic esters (lactones) or cyclic di-esters (di-lactones), or polyesters); (5) hydrogenation of amides (including cyclic dipeptides, lactams, diamide, polypeptides and polyamides) to alcohols and amines (or diamine); (6) hydrogenation of organic carbonates (including polycarbonates) to alcohols or hydrogenation of carbamates (including polycarbamates) or urea derivatives to alcohols and amines; (7) dehydrogenation of secondary alcohols to ketones; (8) amidation of esters (i.e., synthesis of amides from esters and amines); (9) acylation of alcohols using esters; (10) coupling of alcohols with water and a base to form carboxylic acids; and (11) preparation of amino acids or their salts by coupling of amino alcohols with water and a base. (12) preparation of amides (including formamides, cyclic dipeptides, diamide, lactams, polypeptides and polyamides) by dehydrogenative coupling of alcohols and amines; (13) preparation of imides from diols.

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    主要参考文献

    [参考文献]: Sung Jin Cho, Et Al. N-Benzylbenzamides: A New Class Of Potent Tyrosinase Inhibitors. Bioorg Med Chem Lett. 2006 May 15;16(10):2682-4.

    合成参考文献


    摘要:Li, Y.; Xie, W.; Jiang, X., Science of Synthesis Knowledge Updates, (2016) 2, 8.
    摘要:Ohmatsu, K.; Ooi, T., Science of Synthesis Knowledge Updates, (2011) 4, 131.
    摘要:Glushkov, V. A.; Shklyaev, Yu. V., Science of Synthesis Knowledge Updates, (2018) 3, 249.
    摘要:Ramesh, S.; Cherkupally, P.; Govender, T.; Kruger, H. G.; de la Torre, B. G.; Albericio, F., Science of Synthesis Knowledge Updates, (2017) 1, 373.
    摘要:Li, G.; Szostak, M., Science of Synthesis Knowledge Updates, (2020) 2, 226.
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