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丁二酸酐与胺类化合物在碱性条件下的反应规律 被引量:2

The reaction law of succinic anhydride with amines under basic condition
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摘要 以吡啶为溶剂,110℃加热6 h的反应条件下,芳香伯胺与丁二酸酐反应,主要生成N-芳香取代丁二酰亚胺,最高收率73.2%;相反,脂肪伯胺与丁二酸酐反应,主要产物为N-取代丁二酸单酰胺,收率72.5%~81.7%.探讨了结构-反应活性关系,并提出可能的反应机理. Byheatingat110℃for6happliedpyridineassolvent,themajorproductsofaromatic primary amines with succinic anhydride were N-substituted succinimides. The maximum yield was 73.2%;On the contrary,the main products of fatty primary amines with succinic anhydride were N-sub-stituted succinic acid mono-amides.The yields were arranged from 72.5%to 81.7%.The structure-re-activity relationship has been studied.A putative mechanism was also put forward.
作者 杨健 陈河如
出处 《暨南大学学报(自然科学与医学版)》 CAS CSCD 北大核心 2014年第3期320-324,共5页 Journal of Jinan University(Natural Science & Medicine Edition)
基金 国家自然科学基金项目(81172982) 广东省科技计划项目(2010A030100006)
关键词 丁二酰亚胺 丁二酸酐 环化 有机合成 succinimide succinicanhydride cyclization organicsynthesis
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  • 1MANSKE R H.An alkaloid from Delphinium Brownii RYDB[J].Can J Res,1938,16B(2):57-60.
  • 2GOODSON J A.The alkaloids of the seeds of Delphinium elatum,L[J].J Chem Soc,1943:139-141.
  • 3BERGMEIER S C,ISMAIL K A,ARASON K M,et al.Structure activity studies of ring E analogues of methylly-caconitine.Part 2:Synthesis of antagonists to the a3b4 * nicotinic acetylcholine receptors through modifications to the ester[J].Bioorg Med Chem Letts,2004,14(14):3739-3742.
  • 4NARWAL M,VENKANNAGARI H,LEHTIO L.Struc-tural basis of selective inhibition of human tankyrases [J].J Med Chem,2012,55(3):1360-1367.
  • 5MAN H W,SCHAFER P,WONG L M,et al.Discovery of(S)-N-{ 2-[ 1-(3-ethoxy-4-methoxyphenyl)-2-meth-anesulfonylethyl ]-1,3-dioxo-2,3-dihydro-lH-isoindol-4-yl/acetamide(Apremilast),a potent and orally active phosphodiesterase 4 and tumor necrosis factor-or inhibitor [J].J Med Chem,2009,52(6):1522-1524.
  • 6BILYARD K G,GARRAT'F P J,HUNTER R,et al.Comparative study of the reactions of dilithiated vicinal diesters and dilithiated 1,2-dicarboximides with methyl i-odide,α,ω-dihalides,α,ω-ditosylates,and to-bromo es-ters[J].J Org Chem,1982,47(24):4731-4736.
  • 7PAWAR N S,GARUD S L,PATIL V S.Microwave-me-diated synthesis of biologically active various N-substitu-ted phthaloyl derivatives [ J ].Pharm Lett,2012,4(4):1129-1136.
  • 8KUMAR P P,DEVI B R,DUBEY P K.An easy and ef-ficient synthesis of N-substituted imides using TBAB melt as neutral,cost-effective and recyclable ionic liquid[ J ].Curt Cat,2012,1(3):202-205.
  • 9SATHISHKUMAR M,PALANIKUMAR K,MARIAP-PAN A,et al.An environmentally benign solvent/cata-lyst-free one-pot synthesis of N-substituted phthalimides via aza-Wittig reaction[ J].J Iranian Chem Soc,2012,9(5):681-685.
  • 10KANTAM M L,PRAKASH B V,REDDY Ch V.N-ary-lation of imides with arylboronic acids using Cu-A1 hydro-talctive[J].J Mol Cat A,2005,241(1-2):162-165.

二级参考文献9

同被引文献21

  • 1李志富,孟庆建,孟琳,何志勇.N-苯基马来酰亚胺合成工艺的改进[J].化学世界,2005,46(4):238-240. 被引量:12
  • 2田晓强,娄琳琳,冀克俭,胡玉芬,孙国新.N,N,N′,N′-四丁基丁二酰胺萃取Ce(Ⅲ)的研究[J].化学世界,2006,47(7):426-428. 被引量:1
  • 3Siddall T H. Effects of Structure of N, N-Disubstituted Amides on Their Extraction of Actinide and Zirconium Nitrates and of Nitric Acid [J]. J. Phys. Chem., 1960, 64(12): 1863-1866.
  • 4Carlos P I, Corsi D M, Luce V E, et al. Stability, Structure and Dynamics of Cationic Lanthanide(III) Complexes of N,N-Prime-bis(propylamide) Ethylenediamine-N,N-Prime-diacetic Acid [J]. Dalton Trans., 2003, 4(4): 727-737.
  • 5Tian G X, Wang J C, Shen Y F, et al. Extraction of Strontium from HLLW Using N,N',N,N'-Tetraisobutyl-3-oxa-glutaramide [J]. Solvent Extr. Ion Exch., 2005, 23(4): 519-528.
  • 6Gasparini G M, Grossi G. Long Chain Disubstitute Alphatic Amides as Extracting Agents in Industrial Applications of Solvent Extraction [J]. Solvent Extr. Ion Exch., 1986, 4(6): 1233-1271.
  • 7Gasparini G M, Grossi G. Application of N, N-Dialkyl Aliphatic Amides in the Separation of Some Actinides [J]. Sep. Sci. Technol., 1980, 15(4): 825-844.
  • 8Ishimoto K, Sawa Y, Fukuda N, et al. Convergent and Streamlined Synthesis of 6-Etherified Imidazo[1,2-b] Pyridazine-2-amine Derivatives Possessing VEGFR-2 Kinase Inhibitory Activity [J]. Tetrahedron, 2013, 69(40): 8564-8571.
  • 9Quentin E T. The Diacylation of Amides by Aeyl Chlorid-Pyridine Compounds [J]. J. Am. Chem. Soc., 1951, 73(21): 5841-5844.
  • 10Schofield J, Brasseur D, De Bruin B, et al. Effect of Deuteration on the Metabolism and Clearance of Some Pharmacologically Active Compounds--Synthesis and in vitro Metabolism of Deuterated Derivatives of Dronedadrone [J]. J. Labelled Compd. Radiopharm., 2013, 56(9/10): 504-512.

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