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微波一锅法合成2-硫代喹唑啉二酮衍生物 被引量：2

Synthesis of 2-Thioxoquinazolinedione Derivatives via Microwave Irradiation-One-pot
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摘要 以靛红酸酐、伯胺、二硫化碳三组分微波一锅法合成了标题化合物，产物结构经IR，^1HNMR，ESI-MS确认。该方法以低毒易得原料高效高产率合成了标题化合物，相比传统方法提高了产率，缩短了反应时间，总收率均在90％以上．总反应时间20-30min。 2-Thioxoquinazolinedione derivatives were achieved by condensation of isatoic anhydride, primary amine and car- bon disulfide via microwave irradiation. The structure was confirmed by IR,^1 HNMB and ESI-MS. This method was effi- cient and low toxicity. Comparing with traditional methods, the total yield was improved with exceeded 90% and the total re- action time was shortened with 20 - 30 min.
作者 刘玮炜 张强 霍云峰 李曲祥 曹志凌
机构地区 淮海工学院化学化工学院 中国矿业大学化工学院 江苏省海洋资源开发研究院
出处 《化学试剂》 CAS CSCD 北大核心 2014年第4期367-369,共3页 Chemical Reagents
基金 江苏省高校自然科学研究重大项目资助项目(10KJA170003) 江苏省高校科研成果产业化推进资助项目(JHB2012-60) 连云港市科技攻关资助项目(CG1105) 江苏高校优势学科建设工程资助项目
关键词 靛红酸酐 2-硫代喹唑啉二酮 微波合成 一锅法 isatoie anhydride 2-thioxoquinazolinedione mi- crowave irradiation one-pot
分类号 O621.3 [理学—有机化学]
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参考文献10

  • 1TIWARI V K, SINGH D D, HUSSAIN H A, et al. One- pot,simple,and convenient synthesis of 2-thioxo-2,3-di- hydroquinazolin-4 ( 1H )-ones [ J ]. Monatsh. Chem. Month. ,2008,139( 1 ) :43-48.
  • 2PARK CHOO H Y, KIM M, LEE S K, et al. Solid-phase combinatorial synthesis and cytotoxicity of 3-aryl-2,4- quinazolindiones [ J ]. Bioorg. Med. Chem. , 2002,10 ( 3 ) : 517-523.
  • 3DOU Guo-lan, WANG Ma-nan, SHI Da-qiug. One-Pot synthesis of quinazolinone derivatives from nitro-com- pounds with the aid of low-valent titanium [ J ]. J. Comb. Chem. ,2008,11 ( 1 ) : 151-154.
  • 4MALAMAS M S, MILLEN J. Quinazolineacetic acids and related analogs as aldose reductase inhibitors [ J ]. J. Med. Chem. ,1991,34(4) :1 492-1 503.
  • 5LI Zhao-guang, HUANG He, SUN Hong-bing, et al. Mi- crowave-assisted efficient and convenient synthesis of 2,4 ( 1H, 3H )-quinazolinediones and 2-thioxoquinazolines [ J]. J. Comb. Chem. ,2008,10(3) :484-486.
  • 6LAKHAN R,SINGH O P. Syntheses of some new 4(3H)- quinazolinones as potential CNS active agents [ J ]. Arch. Pharm. , 1985,318 (3) :228-238.
  • 7MHASKE S B, ARGADE N P. Regioselective quinazolin- one-directed ortho lithiation of quinazolinoylquinoline: practical synthesis of naturally occurring human DNA to- poisomerase I poison luotonin a and luotonins B and E [J]. J. Org,. Chem..2004.69 ( 13 ) :4 563-4 566.
  • 8ALAGARSAMY V,GIRIDHAR R,YADAV M R. Synthe- sis and pharmacological investigation of novel 1-substitu- ted-4-phenyl-1,2, 4-triazolo [ 4,3-a ] quinazolin-5 ( 4H ) - ones as a new class of HI-antihistaminic agents [ J ]. Bioorg. Med. Chem. Lett. ,2005,15(7) :1 877-1 880.
  • 9AZIZIAN J,MOHAMMADI A A, KARIMI A R. An effi- cient one-pot procedure for preparation of 2,4 ( 1 H, 3 H ) - quinazolinediones and 2-thioxoquinazolinone derivatives under microwave irradiation [J]. Synth. Commun. , 2003, 33(3) :415-420.
  • 10YAVARI I, BEHESHTI S. Reaction of primary alkyl- amines, heterocumulenes, and isatoic anhydride, cata- lyzed by magnetic Fe3O4 nanoparticles in H2O [ J]. Helv. Chim. Acta,2011,94(10 ) :1 825-1 830.

同被引文献29

  • 1丁明武,杨尚君,陈云峰.2-烷氧基-3H-喹唑啉-4-酮的合成与杀菌活性[J].有机化学,2004,24(8):923-926. 被引量：26
  • 2许家喜.微波与有机化学反应的选择性[J].化学进展,2007,19(5):700-712. 被引量：46
  • 3Mhaske S B, Argade N P. The chemistry of recently i- solated naturally occurring quinazolinone alkaloids [ J]. Tetrahedron ,2006,62 (42) :9787 - 9826.
  • 4Wissner A, Overbeek E, Reich M F, et al. Synthesis and structure-activity relationships of 6,7-disubstituted 4-anilinoquinoline-3-carbonitriles. The design of a n o- rally active,irreversible inhibitor of the tyrosine kinase activity of the epidermal growth factor receptor ( EG- FR) and the human epidermal growth factor receptor-2 (HER-2) [ J ]. Journal of Medicinal Chemistry, 2003, 46 ( 1 ) :49 - 63.
  • 5Jatav V, Mishra P, Kashaw S, et al. Synthesis and CNS depressant activity of some novel 3-(5-substituted 1,3,4-thiadiazole-2-yl ) -2-styryl quinazoline-4- (3H) - ones[J]. European Journal of Medicinal Chemistry, 2008,43( 1 ) :135 - 141.
  • 6Liu L T, Yuan T T, Liu H H, et al. Synthesis and bi- ological evaluation of substituted 6-alkynyl-4-anilino- quinazoline derivatives as potent EGFR inhibitors [ J ]. Bioorganic & Medicinal Mhemistry Letters, 2007,17 (22) :6373 - 6377.
  • 7Liu G, Hu D Y, Jin L H, et al. Synthesis and bioac- tivities of 6,7,8-trimethoxy-N-aryl-4-aminoquinazoline derivatives [ J ]. Bioorganic & Medicinal Chemistry, 2007,15 (20) : 6608 - 6617.
  • 8Marsham P R, Hughes L R, Jaekman A L, et al. Quinazoline antifolate thymidylate synthase inhibitors: Heterocyclic benzoyl ring modifications [ J ]. Journal of Medicinal Chemistry, 1991,34(5 ) : 1594 - 1605.
  • 9Xu G F, Song B A, Bhadury P S, et al. Synthesis and antifungal activity of novel s-substituted 6-fluoro-4-alkyl (aryl) thioquinazoline derivatives [ J ]. Bioorganic & Medicinal Chemistry ,2007,15 ( 11 ) :3768 - 3774.
  • 10Ghosh S, Blumenthal H J, Davidson E, et al. Glu- c0samine metabolism V. Enzymatic synthesis of glu- cosaminc 6-phosphate [ J ]. Journal of Biological Chemistry, 1960,235 (5) : 1265 - 1273.

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化学试剂
2014年 第4期

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