期刊文献+

Friedlnder反应合成3-甲基-6,7-二甲氧基-2-喹啉甲酸 被引量:4

Synthesis of 6,7-dimethoxy-3-methylquinoline-2-carboxylic acid via Friedlnder reaction
下载PDF
导出
摘要 采用从天然产物中的提取物藜芦醛为起始原料,经过硝化、还原得到邻氨基藜芦醛,再在乙醇钠的催化下,与2-丁酮酸发生Friedlander缩合反应,合成了新化合物3-甲基-6,7-二甲氧基-2-喹啉甲酸。通过1HNMR、IR、UV、MS表征了新化合物的结构。 Veratraldehyde from natural product was nitrated and reduced to give o-aminoveratraldehyde 2.With sodium ethoxide as catalyst,2 condensed with 2-oxobutyric acid and yielded a new compound of 6,7-dimethoxy-3-methylquinoline-2-carboxylic acid 3 via Friedlnder reaction.The structure of 3 was confirmed by UV,IR,(()~1HNMR),MS.The synthesis was conducted under mild conditions,and proceeded smoothly and gave high yield.
出处 《化学试剂》 CAS CSCD 北大核心 2005年第7期415-416,444,共3页 Chemical Reagents
基金 2001年广东省高教厅高校自然科学研究项目(0126) 2004年广东省自然科学基金项目(04010404)。
关键词 邻氨基藜芦醛 2-丁酮酸 3-甲基-6 7-二甲氧基-2-喹啉甲酸 Friedlaender缩合反应 <Keyword>Friedlnder condensation reaction veratraldehyde 2-oxobutyric acid 6,7-dimethoxy-3-methylquinoline-2-carboxylic acid
  • 相关文献

参考文献10

  • 1Larsen R D,Corley E G,King A O,et al.Practical route to a new class of LTD4 receptor antagonists[J].J.Org.Chem.,1996,61(10):3398-3405.
  • 2Zwaagstra M E,Timmerman H,Van de Stdpe A,et al.Synthesis and structure-activity relationships of carboxyflavones as structurally rigid cysLT1(LTD4) receptor antagonists[J].J.Med.Chem.,1998,41(9):1428-1438.
  • 3Chen Y L,Fang K C,Sheu J Y,et al.Synthesis and antibacterial evaluation of certain quinolone derivatives[J].J.Med.Chem.,2001,44(14):2374-2377.
  • 4Israil P,Robert W,William D K.Synthesis and anti-HSV activity of methylenedlioxy mappicine ketone analogs[J].J.Org.Chem.,1995,60(9):2912-2915.
  • 5杨定乔,刘春玉,曾和平,黄成华.Friedlnder反应合成2-(2-羟基苯基)-6,7-亚甲二氧基喹啉及其衍生物[J].有机化学,2002,22(4):275-278. 被引量:16
  • 6杨定乔 曾和平 吕芬.16—四烯并[17,3—环戊氧基雌甾—1,16—b]喹啉及其衍生物的合成[J].有机化学,(10):672-674.
  • 7郭维,蒋启军,吕芬,杨定乔.3,4-二甲氧基-6-氨基苯甲醛的合成(英文)[J].合成化学,2004,12(1):12-14. 被引量:10
  • 8Sandeep K,Ellen J W,Ehud K.Hexaalkoxytricycloquinazolines:New discotic liquid crystals[J].J.Org.Chem.,1993,58(15):3821-3827.
  • 9杨定乔,曾和平,刘春玉,杨岳峰.医药中间体6-氨基胡椒醛的合成[J].华南师范大学学报(自然科学版),2000,32(4):44-46. 被引量:15
  • 10Christiane V,Jean-Luc V,Georges D.Stable annealed chiral NADH models with a rigidfied amide part in the quinoline series:Synthesis reactivity and grafting on a mertifield resin[J].Tetrahedron,2001,57(15):3087-3098.

二级参考文献7

共引文献28

同被引文献39

  • 1张庆珍,玄光善,王立兵.4-氨基-2-氯-6,7-二甲氧基喹唑啉的合成[J].中国医药工业杂志,2011,42(7):497-500. 被引量:1
  • 2郭维,杨定乔,黄燕红.2,3,7,8-四甲氧基-11氢-茚并[1,2-b]喹啉的合成[J].合成化学,2005,13(2):175-177. 被引量:3
  • 3费进波,田熙科,赵科雄,皮振邦.8–羟基喹啉铝的制备工艺改进及其老化[J].化工进展,2006,25(1):51-53. 被引量:6
  • 4陈杏芬,杨定乔,梁丽华.2-氨基-6,7-二甲氧基-喹啉-3-甲酸甲酯的合成[J].合成化学,2007,15(1):99-101. 被引量:3
  • 5Zwaagstra M E, Timmerman H, Van de Stdpe A, et al. Synthesis and structure- activity relationships of carboxyflavones as structurally rigid cysLT1 (LTD4) receptor antagonists[J]. J. Med. Chem., 1998, 41 (9): 1 428-1 438.
  • 6Chen Y L, Fang K C, Sheu J Y, et al. Synthesis and antibacterial evaluation of certain quinolone derivatives [J]. J.Med. Chem., 2001, 44 (14): 2 374-2 377.
  • 7Israil P, Robert W, William D K. Synthesis and anti2HSV activity of met-ylenedlioxy mappicine ketone analogs [J]. J. Org. Chem., 1995, 60 (9): 2912-2915.
  • 8Zygmunt E, Barbara K, Ewa L, et al. Contribution to the erdos method of esterifying quinoli- necarboxylic acid derivatives [J]. Pol. J. Chem., 1979, 53 (11): 2373-2377.
  • 9O'Dell D K, Nicholas K M. Synthesis of 3-substituted quinolines via transition-metalcatalyzed reductive cyclization of o-nitro baylis-hillman acetates [J]. J. Org. Chem., 2003, 68 (16): 6 427-6 430.
  • 10Balasubramanian V, Amit N, Palde P B, et al. Synthesis and antimycobacterial activities of ring-substituted quinolinecarboxylic acid or ester analogues. Part 1 [J]. Bioorg. Med. Chem., 2004, 12:4 179-4 188.

引证文献4

二级引证文献2

相关作者

内容加载中请稍等...

相关机构

内容加载中请稍等...

相关主题

内容加载中请稍等...

浏览历史

内容加载中请稍等...
;
使用帮助 返回顶部