ethyl 6-amino-5-bromo-2-cyclopropyl-4-pyrimidinecarboxylate | 858954-76-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: ethyl 6-amino-5-bromo-2-cyclopropyl-4-pyrimidinecarboxylate
• 英文别名: 6-Amino-5-bromo-2-cyclopropylpyrimidine-4-carboxylic acid ethyl ester；Ethyl 6-amino-5-bromo-2-cyclopropylpyrimidine-4-carboxylate
• CAS: 858954-76-4
• 化学式: C₁₀H₁₂BrN₃O₂
• 分子量: 286.128
• InChiKey: DFNPYOBOAGIMIV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  78.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl 6-amino-5-bromo-2-cyclopropyl-4-pyrimidinecarboxylate 、 四甲基锡 在 双三苯基磷二氯化钯 silica gel 、 ethyl acetate n-hexane 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 0.33h， 以to yield the title compound (116 mg, 50% yield)的产率得到6-Amino-2-cyclopropyl-5-methylpyrimidine-4-carboxylic acid ethyl ester
  参考文献：
  名称：

  2-SUBSTITUTED-6-AMINO-5-ALKYL, ALKENYL OR ALKYNYL-4-PYRIMIDINECARBOXYLIC ACIDS AND 6-SUBSTITUTED-4-AMINO-3-ALKYL, ALKENYL OR ALKYNYL PICOLINIC ACIDS AND THEIR USE AS HERBICIDES

  摘要：

  在5位上具有烷基，烯基或炔基取代基的6-氨基-4-嘧啶羧酸和在3位上具有烷基，烯基或炔基取代基的4-氨基吡啶羧酸及其胺和酸衍生物是具有广谱杂草控制作用的强效除草剂。

  公开号：

  US20130210631A1
• 作为产物：
  描述：

  甲醇 、 ethyl 5-bromo-2-cyclopropyl-1,6-dihydro-6-oxo-4-pyrimidinecarboxylate 在 氯化亚砜 、 氨 作用下， 以 DMF (N,N-dimethyl-formamide) 、 四氢呋喃 为溶剂， 反应 4.0h， 生成 ethyl 6-amino-5-bromo-2-cyclopropyl-4-pyrimidinecarboxylate 、 methyl 6-amino-5-bromo-2-cyclopropyl-4-pyrimidinecarboxylate
  参考文献：
  名称：

  [EN] HERBICIDAL PYRIMIDINES
  [FR] PYRIMIDINES HERBICIDES

  摘要：

  化学式I的化合物及其N-氧化物和农业适用盐被披露，这些化合物对控制不受欢迎的植被很有用，其中R1是环丙基，可选择地用1-5个R5取代，异丙基，可选择地用1-5个R6取代，或苯基，可选择地用1-3个R7取代；R2是((O)jC(R15)(R16))kR；R是CO2H或CO2H的具有除草作用的衍生物；R3是卤素，氰基，硝基，OR20，SR21或N(R22)R23；R4是-N(R24)R25或-NO2；j为0或1；k为0或1；但是当k为0时，j为0；R5、R6、R7、R15、R16、R20、R21、R22、R23、R24和R25的定义如披露中所述。还披露了包含化学式I的化合物的组合物以及一种控制不受欢迎的植被的方法，该方法涉及使用化学式I的化合物的有效量与植被或其环境接触。还披露了包含化学式I的化合物的组合物，以及至少选择自其他除草剂和除草剂增效剂组的另一种活性成分。

  公开号：

  WO2005063721A1

文献信息

• 6-AMINO-2-SUBSTITUTED-5-VINYLSILYLPYRIMIDINE-4-CARBOXYLIC ACIDS AND ESTERS AND 4-AMINO-6-SUBSTITUTED-3-VINYLSILYLPYRIDINE-2-CARBOXYLIC ACIDS AND ESTERS AS HERBICIDES
  申请人：Eckelbarger Joseph D.

  公开号：US20120190549A1

  公开（公告）日：2012-07-26

  6-Amino-2-substituted-5-vinylsilylpyrimidine-4-carboxylates and 4-amino-6-substituted-3-vinylsilylpyridine-picolinates and their amine and acid derivatives are potent herbicides demonstrating a broad spectrum of weed control

  6-氨基-2-取代-5-乙烯基硅基嘧啶-4-羧酸酯和4-氨基-6-取代-3-乙烯基硅基吡啶-哌啶酸酯及其胺和酸衍生物是有效的除草剂，展示了广泛的杂草控制谱。
• Fatty Amine Salts Of Herbicidal Pyrimidines
  申请人：E. I. du Pont de Nemours and Company

  公开号：US20130303369A1

  公开（公告）日：2013-11-14

  This invention is directed to ( 1 ) a soluble intermediate prepared from reaction of the acid form of one or more of the compounds disclosed by Formula I given below with at least one long-chain fatty amine; ( 2 ) a process for solubilizing one or more of the compounds disclosed by Formula I given below by reacting said compounds with at least one long-chain fatty amine to form a fatty-amine salt of Formula I compound; and ( 3 ) a finished pesticide product comprising at least one of the soluble intermediates, that is, fatty-amine salt of Formula I compound. wherein R 1 is cyclopropyl optionally substituted with 1 - 5 R 5 , isopropyl optionally substituted with 1 - 5 R 6 , or phenyl optionally substituted with 1 - 3 R 7 ; R 2 is ((O) j C(R 15 )(R 16 )) k R; R is CO 2 H or a herbicidally effective derivative of CO 2 H; R 3 is halogen, cyano, nitro, OR 20 , SR 21 or N(R 22 )R 23 ; R 4 is —N(R 24 )R 25 or —NO 2 ; j is 0 or 1 ; and k is 0 or 1 ; provided that when k is 0 , then j is 0; and R 5 , R 6 , R 7 , R 15 , R 16 , R 20 , R 21 , R 22 , R 23 , R 24 and R 25 are as defined in the disclosure.

  这项发明涉及（1）通过将下面给出的式I所披露的一个或多个化合物的酸形式与至少一种长链脂肪胺反应制备的可溶性中间体；（2）通过将下面给出的式I所披露的一个或多个化合物与至少一种长链脂肪胺反应以形成式I化合物的脂肪胺盐来溶解一个或多个化合物的过程；以及（3）包括至少一种可溶性中间体，即式I化合物的脂肪胺盐的成品杀虫剂产品。其中R1是环丙基，可选地取代为1-5个R5，异丙基，可选地取代为1-5个R6，或苯基，可选地取代为1-3个R7；R2是((O)jC(R15)(R16))kR；R是CO2H或CO2H的除草剂有效衍生物；R3是卤素，氰基，硝基，OR20，SR21或N(R22)R23；R4是—N(R24)R25或—NO2；j为0或1；k为0或1；但当k为0时，j为0；而R5、R6、R7、R15、R16、R20、R21、R22、R23、R24和R25如披露中所定义。
• 2-SUBSTITUTED-6-AMINO-5-ALKYL, ALKENYL OR ALKYNYL-4-PYRIMIDINECARBOXYLIC ACIDS AND 6-SUBSTITUTED-4-AMINO-3- ALKYL, ALKENYL OR ALKYNYL PICOLINIC ACIDS AND THEIR USE AS HERBICIDES
  申请人：Epp Jeffrey B.

  公开号：US20090088322A1

  公开（公告）日：2009-04-02

  6-Amino-4-pyrimidinecarboxylic acids having alkyl, alkenyl or alkynyl substituents in the 5-position and 4-aminopicolinic acids having alkyl, alkenyl or alkynyl substituents in the 3-position, and their amine and acid derivatives, are potent herbicides demonstrating a broad spectrum of weed control.

  在5位上具有烷基、烯基或炔基取代基的6-氨基-4-嘧啶羧酸，以及在3位上具有烷基、烯基或炔基取代基的4-氨基吡啶羧酸，以及它们的胺和酸衍生物，是表现出广谱除草作用的有效除草剂。
• Herbicidal pyrimidines
  申请人：Clark Alan David

  公开号：US20070197391A1

  公开（公告）日：2007-08-23

  Compounds of Formula I, and their N-oxides and agriculturally suitable salts, are disclosed which are useful for controlling undesired vegetation wherein R 1 is cyclopropyl optionally substituted with 1-5 R 5 , isopropyl optionally substituted with 1-5 R 6 , or phenyl optionally substituted with 1-3 R 7 ; R 2 is ((O) j C(R 15 )(R 16 )) k R; R is CO 2 H or a herbicidally effective derivative of CO 2 H; R 3 is halogen, cyano, nitro, OR 20 , SR 21 or N(R 22 )R 23 ; R 4 is —N(R 24 )R 25 or —NO 2 ; j is 0 or 1; and k is 0 or 1; provided that when k is 0, then j is 0; and R 5 , R 6 , R 7 , R 15 , R 16 , R 20 , R 21 , R 22 , R 23 , R 24 and R 25 are as defined in the disclosure. Also disclosed are compositions comprising the compounds of Formula I and a method for controlling undesired vegetation which involves contacting the vegetation or its environment with an effective amount of a compound of Formula I. Also disclosed are compositions comprising a compound of Formula I and at least one additional active ingredient selected from the group consisting of an other herbicide and a herbicide safener.

  本文披露了化学式I的化合物及其N-氧化物和适用于农业的盐，其可用于控制不良杂草，其中R1为环丙基，可选择地用1-5个R5取代，异丙基，可选择地用1-5个R6取代，或苯基，可选择地用1-3个R7取代；R2为((O)jC(R15)(R16))kR；R为CO2H或CO2H的除草有效衍生物；R3为卤素，氰基，硝基，OR20，SR21或N(R22)R23；R4为—N(R24)R25或—NO2；j为0或1；k为0或1；前提是当k为0时，j为0；R5、R6、R7、R15、R16、R20、R21、R22、R23、R24和R25的定义如本文所述。还披露了包含化学式I的化合物的组合物以及控制不良杂草的方法，该方法涉及使用化学式I的化合物与杂草或其环境接触的有效量。还披露了包含化学式I的化合物和至少一种从其他除草剂和除草剂安全剂组成的其他活性成分的组合物。
• 2-substituted-6-amino-5-alkyl, alkenyl or alkynyl-4-pyrimidinecarboxylic acids and 6-substituted-4-amino-3-alkyl, alkenyl or alkynyl picolinic aids and their use as herbicides
  申请人：Dow AgroSciences LLC.

  公开号：US08268753B2

  公开（公告）日：2012-09-18

  6-Amino-4-pyrimidinecarboxylic acids having alkyl, alkenyl or alkynyl substituents in the 5-position and 4-aminopicolinic acids having alkyl, alkenyl or alkynyl substituents in the 3-position, and their amine and acid derivatives, are potent herbicides demonstrating a broad spectrum of weed control.

  在5位上具有烷基、烯基或炔基取代基的6-氨基-4-嘧啶羧酸和在3位上具有烷基、烯基或炔基取代基的4-氨基吡啶羧酸及其胺和酸衍生物，是具有广谱除草作用的强效除草剂。