CAS: 102-07-8; 1,3-Diphenylurea

该化合物其结构特征为结构,由附于尿素的两组苯基组成,是一种白色晶状固体,在乙醇和丙酮等有机溶剂中相对溶解,但在水中溶解性有限,该化合物在各个领域的应用,包括作为有机合成的试剂和可能的除草剂,众所周知.N,N欧元-二苯尿素在正常条件下具有中等稳定性,但可以在接触强酸或碱时分解.其熔点和沸点表明其固态特性,其蒸气压力相对较低.该化合物还关心生物系统的研究,特别是其对植物生长和发育的影响.在处理N,N-N欧元-二苯尿素时,应谨慎从事安全防范,因为如果浸泡或吸入,可能会对健康造成危害.

结构式图片

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合成工艺路线路线简述

    苯基脲置于4-硝基苯硫醇体系中,化学反应生成双苯基脲
    参考文献:[bmim]Bf4离子液体中无催化剂条件下不对称尿素和s-硫代氨基甲酸酯的合成
    标题:[bmim]Bf4离子液体中无催化剂条件下不对称尿素和s-硫代氨基甲酸酯的合成
    摘要:通过将苯基脲与胺和硫醇在 1-丁基-3-甲基咪唑鎓四氟硼酸盐 ([bmim]Bf4) 中直接缩合,无需添加任何添加剂,以非常好至极好的收率制备了不对称脲和 S-硫代氨基甲酸酯.[bmim]Bf4离子液体是一种温和的介质,可以多次回收再利用.
    Doi:10.1002/hc.21244

    专利信息


    专利号:US-4801744-A
    优先权日:1985-03-01
    标 题 :Catalytic synthesis of urea from carbon monoxide and amine compound
    发明人:HERMAN JEAN-JACQUES; LECLOUX ANDRE
    权利人:SOLVAY
    摘要:Process for the catalytic synthesis of nitrogen-containing organic compounds, comprising the reaction of carbon monoxide with at least one amino compound in a reaction mixture containing a catalyst based on selenium and a substituted pyridine. The process is particularly suitable for the synthesis of ureas and of their polymers.

    专利号:WO-2023152730-A1
    优先权日:2022-02-14
    标题 :Amine-borane adducts in the synthesis of polyester and its copolymers using cyclic esters and compositions thereof
    发明人:FENG XIAOSHUANG; LIU JINGJING; GNANOU YVES
    权利人:UNIV KING ABDULLAH SCI & TECH
    摘要:Embodiments of the present disclosure provide for the process of synthesis of polyester and its copolymers through (co)polymerization of cyclic esters and with other oxygenated monomers using amine-borane adduct. Embodiments of the present disclosure further describe the controlled anionic ring-opening polymerization of the cyclic compounds. Embodiments of the present disclosure also describe the polymerization of cyclic compounds using the synergistic effect of amines and thioureas. Embodiments of the present disclosure also describe compositions of polymers formed by the said process.

    专利号:US-5919969-A
    优先权日:1996-06-05
    标 题 :Synthesis of yellow couplers
    发明人:CRAWLEY MICHAEL W
    权利人:EASTMAN KODAK CO
    摘要:The invention provides a method of synthesis of a image-dye forming coupler of formula (I) wherein X is a substituent linked to the coupler by an atom of oxygen, sulfur or nitrogen R1 is an alkyl or aryl group, R2 is a hydrogen atom or an alkyl group; R3 to R7 are the same or different and selected from a hydrogen atom and substituent groups; which method comprises the reaction of a compound of formula (II) wherein R and R1 are the same or different and are as defined above for R1 and X is as defined above with a compound of formula (III) wherein R2 to R7 are as defined above, in the presence of an inert organic solvent.

    专利号:US-9809565-B2
    优先权日:2013-07-05
    标 题 :Formation of chiral 4-chromanones using chiral pyrrolidines in the presence of ureas or thioureas
    发明人:LETINOIS ULLA; NETSCHER THOMAS; ACKERMANN STEPHAN
    权利人:DSM IP ASSETS BV
    摘要:The present invention relates to a synthesis of chromanones or chromanes in a stereospecific matter in view of the 2-position in the chromanone or chromane ring. It has been found that this synthesis is particularly possible in the presence of a chiral compound of formula of a specific type and of at least one urea or thiourea.

    专利号:US-6664396-B1
    优先权日:2002-06-27
    标 题 :One step synthesis for quinacridone compounds
    发明人:COSIMBESCU LELIA
    权利人:EASTMAN KODAK CO
    摘要:Disclosed is a process for forming a N,N'-diarylquinacridone compound comprising the step of reacting a N,N'-unsubstituted quinacridone compound with a haloaryl compound in the presence of a metal or metal compound to arylate the N and N' positions and form the corresponding N,N'-diarylquinacridone compound. The process is versatile and provides high yields and purity for the synthesis of N,N'-diarylquinacridone compounds.

    专利号:US-7026481-B2
    优先权日:2002-06-27
    标题 :Synthesis for quinacridone compounds
    发明人:COSIMBESCU LELIA; SHI JIANMIN
    权利人:EASTMAN KODAK CO
    摘要:Disclosed is a process for forming a N,N′-diarylquinacridone compound comprising the step of reacting a 1,4-dialkylcarboxylate-2,5-bis(N-arylamino) benzene with an iodoaryl compound to form the corresponding 2,5-bis(N-diarylamino) compound. The process is versatile and provides high yields and purity for the synthesis of N,N′-diarylquinacridone compounds.
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    主要参考文献

    [参考文献]: Dyson, Wh, Fox, Je , And Mcchesney, Jdshort Term Metabolism Of Urea And Prime Cytokininsplant Physiol.49(4)506-513(1970).
    [参考文献]: Mok, Mc, Kim, S.-G., Armstrong, Dj, Et Al.Induction Of Cytokinin Autonomy By N,N'-Diphenylurea In Tissue Cultures Of Phaseolus Lunatus L.Proc. Natl. Acad. Sci. Usa76(8)3880-3884(1979).
    [参考文献]: Joshua R Brown, Et Al. The Structure-Activity Relationship Of Urea Derivatives As Anti-Tuberculosis Agents. Bioorg Med Chem. 2011 Sep 15;19(18):5585-95.
    [参考文献]: N Campillo, Et Al. Dispersive Liquid-Liquid Microextraction For The Determination Of Three Cytokinin Compounds In Fruits And Vegetables By Liquid Chromatography With Time-Of-Flight Mass Spectrometry. Talanta. 2013 Nov 15:116:376-81.
    [参考文献]: Nadezhda German, Et Al. Synthesis And Evaluation Of Fluoroquinolone Derivatives As Substrate-Based Inhibitors Of Bacterial Efflux Pumps. Eur J Med Chem. 2008 Nov;43(11):2453-63.

    合成参考文献


    摘要:Podlech, J., Science of Synthesis Knowledge Updates, (2018) 4, 125.
    摘要:Podlech, J., Science of Synthesis Knowledge Updates, (2018) 4, 114.
    摘要:Bartels, F.; Zimmer, R.; Christmann, M., Science of Synthesis Knowledge Updates, (2017) 3, 282.
    摘要:Hawley, G.G. The Condensed Chemical Dictionary. 9th ed. New York: Van Nostrand Reinhold Co., 1977., p. 318
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