1H-吡咯-3-羧酸,4-(三氟甲基)-,乙基酯 | 120732-04-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 中文名称: 1H-吡咯-3-羧酸,4-(三氟甲基)-,乙基酯
• 英文名称: ethyl 4-(trifluoromethyl)-1H-pyrrole-3-carboxylate
• 英文别名: ethyl 3-trifluoromethyl-1H-pyrrol-4-carboxylate
• CAS: 120732-04-9
• 化学式: C₈H₈F₃NO₂
• mdl: MFCD09838835
• 分子量: 207.152
• InChiKey: OPRFQUCZHDBZHE-UHFFFAOYSA-N

物化性质

• 熔点：
  162-164°

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.375
• 拓扑面积：
  42.1
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 危险等级：
  IRRITANT
• 储存条件：
  室温

反应信息

• 作为反应物：
  描述：

  1H-吡咯-3-羧酸,4-(三氟甲基)-,乙基酯 在 sodium hydroxide 、 乙醇 、 水 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 20.5h， 生成 1-ethyl-4-(trifluoromethyl)-1H-pyrrole-3-carboxylic acid
  参考文献：
  名称：

  WO2008/150015

  摘要：

  公开号：
• 作为产物：
  描述：

  在 sodium carbonate 作用下， 以 乙醇 、 水 为溶剂， 生成 1H-吡咯-3-羧酸,4-(三氟甲基)-,乙基酯
  参考文献：
  名称：

  Walter, Harald, Zeitschrift fur Naturforschung, B: Chemical Sciences, 2008, vol. 63, # 4, p. 351 - 362

  摘要：

  DOI：

文献信息

• [EN] INDAZOLONES AS MODULATORS OF TNF SIGNALING<br/>[FR] INDAZOLONES UTILISÉES EN TANT QUE MODULATEURS DE LA SIGNALISATION DU TNF
  申请人：ABBVIE INC

  公开号：WO2016168633A1

  公开（公告）日：2016-10-20

  The disclosure provides indazolone compounds, pharmaceutically acceptable salts, pro-drugs, biologically active metabolites, stereoisomers and isomers thereof wherein the variables are defined herein. The compounds of the disclosure may be useful for treating immunological and oncological conditions.

  该披露提供了吲唑酮化合物、药用可接受的盐、前药、生物活性代谢物、立体异构体和同分异构体，其中变量在此处定义。该披露的化合物可能对治疗免疫和肿瘤疾病有用。
• [3+2] Cycloaddition reactions of 1-substituted 3,3,3-trifluoropropenes with isonitriles – synthesis of pyrroles and pyrrolines
  作者：Yuriy N. Markitanov、Vadim M. Timoshenko、Eduard B. Rusanov、Yuriy G. Shermolovich

  DOI：10.1007/s10593-021-02901-x

  日期：2021.3

  Cycloaddition reactions of 3,3,3-trifluoropropene derivatives containing an alkoxycarbonyl, sulfonyl, sulfoximine, or sulfamide substituent in position 1 with ethyl isocyanoacetate proceed with the formation of 3-(trifluoromethyl)-2,3-dihydro-1H-pyrroles, whereas their reactions with tosylmethyl isocyanide lead to the formation of 4-(trifluoromethyl)-1H-pyrroles.

  3,3,3-三氟丙烯衍生物在位置1处含有烷氧羰基，磺酰基，亚磺酰亚胺或磺酰胺取代基与异氰基乙酸乙酯的环加成反应会形成3-（三氟甲基）-2,3-二氢-1 H-吡咯，而它们与甲苯磺酰基甲基异氰化物的反应导致形成4-（三氟甲基）-1 H-吡咯。
• Novel pyrrole derivatives
  申请人：Roussel Uclaf

  公开号：US04737513A1

  公开（公告）日：1988-04-12

  Novel pyrrole derivatives of the formula ##STR1## wherein one of R.sub.2 and R.sub.3 is ##STR2## and the other of R.sub.2 and R.sub.3 as well as R.sub.4 and R.sub.5 are individually selected from the group consisting of hydrogen, halogen, alkyl of 1 to 18 carbon atoms, aryl of 6 to 14 carbon atoms, aralkyl of 7 to 18 carbon atoms, --CN, --CF.sub.3, --NO.sub.2, --COOAlk and Alk is alkyl of 1 to 8 carbon atoms, alkoxy of 1 to 8 carbon atoms, ##STR3## n is 0, 1 or 2, R', R.sub.1 ' and R.sub.2 ' are alkyl of 1 to 8 carbon atoms and R.sub.4 and R.sub.5 taken together with the carbon atoms to which they are attached may form an optionally further unsaturated carbon homocycle of up to 8 carbon atoms, Z is selected from the group consisting of hydrogen, --CN, --C.tbd.CH, --CF.sub.3 and alkyl of 1 to 3 carbon atoms, A is the residue of a pyrethrinoid acid, R.sub.1 is selected from the group consisting of ##STR4## X', X, Y, Y' and Y" are individually selected from the group consisting of hydrogen, halogen, alkyl of 1 to 8 carbon atoms and aryl of 6 to 14 carbon atoms, the dotted line indicating an optional double bond, r' is selected from the group consisting of hydrogen, alkyl of 1 to 18 carbon atoms, aryl of 6 to 14 carbon atoms, aralkyl of 7 to 18 carbon atoms, --CF.sub.3, --COOAlk and alkoxy of 1 to 8 carbon atoms and Alk has the above definition, R" and R'" are individually selected from the group consisting of hydrogen, alkyl of 1 to 8 carbon atoms, aryl of 6 to 14 carbon atoms, aralkyl of 6 to 18 carbon atoms, --CF.sub.3 ' --COOAlk' and alkoxy of 1 to 8 carbon atoms and Alk' is alkyl of 1 to 8 carbon atoms having pesticidal properties and novel intermediates.

  该专利描述了一种新型吡咯衍生物，其化学结构如下：其中R.sub.2和R.sub.3中的一个是##STR2##，另一个是R.sub.4和R.sub.5，它们分别从氢、卤素、1至18个碳原子的烷基、6至14个碳原子的芳基、7至18个碳原子的芳基烷基、--CN、--CF.sub.3、--NO.sub.2、--COOAlk中选择，其中Alk是1至8个碳原子的烷基、1至8个碳原子的烷氧基、##STR3## n为0、1或2，R'、R.sub.1 '和R.sub.2 '为1至8个碳原子的烷基，R.sub.4和R.sub.5与它们连接的碳原子一起可以形成最多8个碳原子的可选进一步不饱和碳同源环，Z从氢、--CN、--C.tbd.CH、--CF.sub.3和1至3个碳原子的烷基中选择，A为吡啶酯酸的残留部分，R.sub.1从以下组中选择：##STR4## X'、X、Y、Y'和Y"分别从氢、卤素、1至8个碳原子的烷基和6至14个碳原子的芳基中选择，虚线表示可选的双键，r'从以下组中选择：氢、1至18个碳原子的烷基、6至14个碳原子的芳基、7至18个碳原子的芳基烷基、--CF.sub.3、--COOAlk和1至8个碳原子的烷氧基，Alk具有上述定义，R"和R'"分别从氢、1至8个碳原子的烷基、6至14个碳原子的芳基、6至18个碳原子的芳基烷基、--CF.sub.3 ' --COOAlk'和1至8个碳原子的烷氧基中选择，Alk'是具有杀虫性能的1至8个碳原子的烷基，以及新型中间体。
• Trifluoromethylpyrrolcarboxamides
  申请人：Syngenta Crop Protection, Inc.

  公开号：US06365620B2

  公开（公告）日：2002-04-02

  The invention relates to pesticidal trifluoromethylpyrrolcarboxamides of formula I wherein R1 is hydrogen, halogen, C1-4haloalkyl or C1-4alkyl, R2 is C1-4alkyl, C1-4haloalkyl, C1-4alkoxy-C1-4alkyl, cyano, C1-4alkylsulfonyl, phenylsulfonyl, di(C1-4alkyl)aminosulfonyl, C1-6alkylcarbonyl, benzoyl, or substituted phenylsulfonyl or benzoyl, and A is a group wherein R3 is C1-6alkyl, C1-6haloalkyl, C2-6alkenyl, C2-6haloalkenyl, C2-6alkinyl, C1-6alkoxy, C1-6haloalkoxy, C2-6alkenyloxy, C2-6haloalkenyloxy, C2-6alkinyloxy, C3-7cycloalkyl, C1-4alkyl-C3-7cycloalkyl, C4-7cycloalkenyl, C1-4alkyl-C4-7cycloalkenyl, C3-7cycloalkyloxy, C1-4alkyl-C3-7cycloalkyloxy, C5-7cycloalkenyloxy, C1-4alkyl-C5-7cycloalkenyloxy, phenyl, naphthyl, phenoxy, naphthyloxy, or substituted phenyl or phenoxy wherein the substitutents are one to three groups independently selected from halogen, C1-4alkyl, C1-4alkoxy, C1-4alkylthio, cyano, C1-4alkoxycarbonyl, C1-4alkylcarbonyl, C1-4haloalkyl, C1-4haloalkoxy, methylenedioxy or difluoromethylenedioxy, or phenyl; R4 is hydrogen, halogen, C1-4alkyl, C1-4haloalkyl, C1-4alkoxy or C1-4haloalkoxy; and R5, R6 and R7 independently of each other are C1-6alkyl, C3-7cycloalkyl or C3-7cycloalkyl-C2-14alkyl. The compounds have plant-protecting properties and are suitable for protecting plants against infestation by phytopathogenic microorganisms.

  该发明涉及式I的杀虫三氟甲基吡咯甲酰胺，其中 R1为氢、卤素、C1-4卤代烷基或C1-4烷基， R2为C1-4烷基、C1-4卤代烷基、C1-4烷氧基-C1-4烷基、氰基、C1-4烷基磺酰基、苯基磺酰基、二(C1-4烷基)氨基磺酰基、C1-6烷基羰基、苯甲酰基或取代苯基磺酰基或苯甲酰基，以及 A为一个基团，其中 R3为C1-6烷基、C1-6卤代烷基、C2-6烯基、C2-6卤代烯基、C2-6炔基、C1-6烷氧基、C1-6卤代烷氧基、C2-6烯氧基、C2-6卤代烯氧基、C2-6炔氧基、C3-7环烷基、C1-4烷基-C3-7环烷基、C4-7环烯基、C1-4烷基-C4-7环烯基、C3-7环烷氧基、C1-4烷基-C3-7环烷氧基、C5-7环烯氧基、C1-4烷基-C5-7环烯氧基、苯基、萘基、苯氧基、萘氧基或取代苯基或苯氧基，其中取代基选择自卤素、C1-4烷基、C1-4烷氧基、C1-4烷硫基、氰基、C1-4烷氧羰基、C1-4烷基羰基、C1-4卤代烷基、C1-4卤代烷氧基、亚甲二氧基或二氟亚甲二氧基，或苯基； R4为氢、卤素、C1-4烷基、C1-4卤代烷基、C1-4烷氧基或C1-4卤代烷氧基；以及 R5、R6和R7彼此独立地为C1-6烷基、C3-7环烷基或C3-7环烷基-C2-14烷基。 这些化合物具有植物保护性能，并适用于保护植物免受植物病原微生物的侵害。
• Pyrrole carbonitrile and nitropyrrole insecticidal and acaricidal and
  申请人：American Cyanamid Company

  公开号：US05204332A1

  公开（公告）日：1993-04-20

  There are provided certain insecticidal, acaricidal and molluscicidal pyrrole carbonitrile and nitropyrrole compounds and a method for controlling insects, acarids and mollusks therewith. The invention also provides a method for protecting growing plants from insect, acarid and mollusk attack by applying to said plants or the soil or water in which they are growing, an insecticidally, acaricidally or molluscicidally effective amount of a pyrrole carbonitrile or nitropyrrole compound. The present invention further relates to methods for the preparation of said pyrrole carbonitrile and nitropyrrole compounds.

  提供了一些杀虫、杀螨和杀蜗牛的吡咯碳腈和硝基吡咯化合物，以及用于控制昆虫、螨虫和软体动物的方法。该发明还提供了一种方法，通过向植物或它们生长的土壤或水中施用一定量的杀虫、杀螨或杀软体动物有效成分的吡咯碳腈或硝基吡咯化合物，来保护生长中的植物免受昆虫、螨虫和软体动物的侵害。本发明还涉及制备上述吡咯碳腈和硝基吡咯化合物的方法。