5-bromo-pyridine-2,3-dicarboxylic acid,diethyl ester

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 5-bromo-pyridine-2,3-dicarboxylic acid,diethyl ester
• 英文别名: diethyl 5-bromo-2,3-pyridinedicarboxylate；Diethyl 5-bromopyridine-2,3-dicarboxylate
• 化学式: C₁₁H₁₂BrNO₄
• 分子量: 302.125
• InChiKey: QEFMDJYUECXRAE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  65.5
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-bromo-pyridine-2,3-dicarboxylic acid,diethyl ester 、 丙炔 在 bis(triphenylphosphine)palladium(II) dichloride 碘化亚铜 、 三乙胺 作用下， 以 二甲基亚砜 为溶剂， 生成 5-(1-propynyl)-pyridine-2,3-dicarboxylic acid, diethyl ester
  参考文献：
  名称：

  5 (and/or 6) substituted 2-(2-imidazolin-2-yl)nicotinic acids, esters

  摘要：

  提供了新型的5(和/或6)取代的2-(2-咪唑啉-2-基)和2-(2-咪唑啉基)烟酸、酯和盐，它们可用作除草剂。同时还提供了新型的取代吡咯吡啶乙腈、吡咯吡啶乙酰胺、咪唑吡咯吡啶二酮和氨基甲酰烟酸酯，它们可用作上述除草剂的中间体。

  公开号：

  US05334576A1

文献信息

• Process for the preparation of 2-(imidazolin-2-yl)-3-pyridine- and
  申请人：Ciba-Geigy Corporation

  公开号：US04758667A1

  公开（公告）日：1988-07-19

  There is disclosed a process for the preparation of 2-(imidazolin-2-yl)-3-pyridine and -3-quinolinecarboxylic acids of formula ##STR1## wherein R.sub.1 is hydrogen or C.sub.1 -C.sub.4 alkyl, R.sub.2 is hydrogen, halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 hydroxyalkyl, C.sub.1 -C.sub.4 alkoxy, phenyl or phenyl-C.sub.1 -C.sub.4 alkyl, or phenyl or phenyl-C.sub.1 -C.sub.4 -alkyl, each substituted by one C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy or halogen, R.sub.3 is hydrogen, C.sub.1 -C.sub.4 alkyl, phenyl, phenyl-C.sub.1 -C.sub.4 -alkyl, or phenyl or phenyl-C.sub.1 -C.sub.4 -alkyl, each substituted by one C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy or halogen, R.sub.2 and R.sub.3 together are 1,3-butadienylene which can be substituted by halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 -C.sub.4 alkylsulfonyl, nitro, cyano, phenyl, phenoxy, or phenyl or phenoxy, each substituted by one C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 alkoxy or halogen, and R.sub.4 and R.sub.5 are each independently of the other C.sub.1 -C.sub.4 alkyl. In this process, the 2-(imidazolin-2-yl)-3-pyridine- and -3-quinolinecarboxylic acids of the above formula are obtained by reacting a 2,3-pyridine- or 2,3-quinolinedidicarboxylic acid ester of formula ##STR2## wherein R.sub.1, and R.sub.2 and R.sub.3 are as defined above and R.sub.6 is C.sub.1 -C.sub.8 alkyl, phenyl or C.sub.1 -C.sub.4 phenylalkyl with a 2-aminoalkanecarboxamide of formula ##STR3## wherein R.sub.4 and R.sub.5 are as defined above, in an inert solvent and in the presence of a strong base, direct to a salt of a 2-(imidazolin-2-yl)-3-pyridine- or -3-quinolinecarboxylic acid of the above formula, from which the free 2-(imidazolin-2-yl)-3-pyridine- or -3-quinolinecarboxylic acids of the above formula are obtained by converting said salt into an aqueous solution and adding an acid. The 2-(imidazolin-2-yl)-3-pyridine- and -3-quinolinecarboxylic acids of the above formula have herbicidal properties and can be used for controlling undesired plant growth.

  本公开了一种制备式的2-(咪唑啉-2-基)-3-吡啶和-3-喹啉羧酸的方法，其化学式为##STR1##其中R.sub.1为氢或C.sub.1-C.sub.4烷基，R.sub.2为氢、卤素、C.sub.1-C.sub.4烷基、C.sub.1-C.sub.4羟基烷基、C.sub.1-C.sub.4烷氧基、苯基或苯基-C.sub.1-C.sub.4烷基，或者苯基或苯基-C.sub.1-C.sub.4-烷基，每个基上取代一个C.sub.1-C.sub.4烷基、C.sub.1-C.sub.4烷氧基或卤素，R.sub.3为氢、C.sub.1-C.sub.4烷基、苯基、苯基-C.sub.1-C.sub.4-烷基，或者苯基或苯基-C.sub.1-C.sub.4-烷基，每个基上取代一个C.sub.1-C.sub.4烷基、C.sub.1-C.sub.4烷氧基或卤素，R.sub.2和R.sub.3一起为1,3-丁二烯基，可以被卤素、C.sub.1-C.sub.4烷基、C.sub.1-C.sub.4烷氧基、C.sub.1-C.sub.4卤代烷基、C.sub.1-C.sub.4烷基磺酰基、硝基、氰基、苯基、苯氧基或苯基或苯氧基取代，每个基上取代一个C.sub.1-C.sub.4烷基、C.sub.1-C.sub.4烷氧基或卤素，R.sub.4和R.sub.5各自独立地为C.sub.1-C.sub.4烷基。在这个方法中，通过将上述化学式的2-(咪唑啉-2-基)-3-吡啶和-3-喹啉羧酸与式的2,3-吡啶-或2,3-喹啉二羧酸酯反应得到，其中R.sub.1、R.sub.2和R.sub.3如上定义，R.sub.6为C.sub.1-C.sub.8烷基、苯基或C.sub.1-C.sub.4苯基烷基，与式的2-氨基烷基羧酰胺在惰性溶剂中，在强碱存在下反应，直接得到上述化学式的2-(咪唑啉-2-基)-3-吡啶或-3-喹啉羧酸的盐，通过将该盐转化为水溶液并加入酸，得到上述化学式的自由2-(咪唑啉-2-基)-3-吡啶或-3-喹啉羧酸。上述化学式的2-(咪唑啉-2-基)-3-吡啶和-3-喹啉羧酸具有除草性能，可用于控制不受欢迎的植物生长。
• US4758667A
  申请人：——

  公开号：US4758667A

  公开（公告）日：1988-07-19
• 5 (and/or 6) substituted 2-(2-imidazolin-2-yl)nicotinic acids, esters
  申请人：American Cyanamid Company

  公开号：US05334576A1

  公开（公告）日：1994-08-02

  There are provided novel 5(and/or 6)substituted 2-(2-imidazolin-2-yl) and 2-(2-imidazolidinyl)nicotinic acids, esters and salts, which are useful as herbicidal agents. There are also provided novel substituted pyrrolopyridine acetonitriles, pyrrolopyridine acetamides, imidazopyrrolopyridinediones and carbamoylnicotinic acid esters, that are useful as intermediates for the preparation of the above said herbicidal agents.

  提供了新型的5(和/或6)取代的2-(2-咪唑啉-2-基)和2-(2-咪唑啉基)烟酸、酯和盐，它们可用作除草剂。同时还提供了新型的取代吡咯吡啶乙腈、吡咯吡啶乙酰胺、咪唑吡咯吡啶二酮和氨基甲酰烟酸酯，它们可用作上述除草剂的中间体。