propyl 2-amino-5-chlorobenzoate

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: propyl 2-amino-5-chlorobenzoate
• 化学式: C₁₀H₁₂ClNO₂
• mdl: MFCD11618377
• 分子量: 213.664
• InChiKey: QOIBCGKGFZQLLW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  52.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  propyl 2-amino-5-chlorobenzoate 在 三乙胺 、 三氯氧磷 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 生成 5-Chloro-2-isocyano-benzoic acid propyl ester
  参考文献：
  名称：

  4-羟基-3-喹啉羧酸衍生物通过邻-异氰基苯甲酸酯和镁烯醇酸酯之间的缩合/环化序列合成

  摘要：

  使用过量的氨基镁（来自二异丙胺和乙基溴化镁）将镁酯和酰胺烯醇化物添加到邻异氰基苯甲酸酯中，通过串联克莱森型缩合/环化序列提供 4-羟基-3-喹啉羧酸酯和酰胺.

  DOI：

  10.1246/cl.2001.602
• 作为产物：
  描述：

  丙醇 、 (2-amino-5-chlorophenyl) (benzotriazole-1-yl)methanone 在 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 以97%的产率得到propyl 2-amino-5-chlorobenzoate
  参考文献：
  名称：

  A Simple, Mild, and Practical Method for the Esterification and Thioesterification of Anthranilic Acid Utilizing N-(2-Aminobenzoyl)benzotriazole

  摘要：

  A convenient and efficient method for the preparation of anthranilic esters and anthranilic thioesters has been developed by the treatment of N-(2-aminobenzoyl)benzotriazoles with alcohols and thiols in the presence of 4-(dimethylamino)pyridine (DMAP).

  DOI：

  10.1055/s-0033-1339469

文献信息

• New Trifluoromethanesulfonanilide Compounds Having High Miticidal Activity against House Dust Mites
  作者：Tatsuya MORI、Yoji TAKADA、Makoto HATAKOSHI、Noritada MATSUO

  DOI：10.1271/bbb.68.425

  日期：2004.1

  Several 2-alkoxycarbonyltrifluoromethanesulfonanilides were prepared to examine their miticidal activity. 4-Halo-2-alkoxycarbonyltrifluoromethanesulfonanilides in particular showed good miticidal activity against Tyrophagus putrescentiae (Tp), Dermatophagoides farinae (Dp) and Chelacaropsis moorei (Cm). Amidoflumet (methyl 5-chloro-2-[(trifluoromethyl)sulfonyl]aminobenzoate) was selected and has been developed as a new miticide for house dust mites.

  合成了几种2-烷氧基碳酰基三氟甲基磺酰苯胺，以检查它们的驱螨活性。特别是4-卤代-2-烷氧基碳酰基三氟甲基磺酰苯胺对腐臭螨（Tyrophagus putrescentiae, Tp）、小黄尘螨（Dermatophagoides farinae, Dp）和摩尔氏螨（Chelacaropsis moorei, Cm）表现出良好的驱螨活性。选择了阿米多氟灭（甲基5-氯-2-[(三氟甲基)磺酰]氨基苯甲酸酯），并开发为新型的家庭尘螨驱虫剂。
• Synthetic studies of fluorine-containing compounds for household insecticides
  作者：Tatsuya Mori、Kazuya Ujihara、Osamu Matsumoto、Kazunori Yanagi、Noritada Matsuo

  DOI：10.1016/j.jfluchem.2007.07.016

  日期：2007.10

  insecticides in our laboratory are described, i.e. amidoflumet, a new trifluoromethanesulfonanilide with high miticidal activity against various house dust mites, Metofluthrin, a potent new fluorinated pyrethroid with extremely high knockdown activity against various mosquitoes, and a new α-pyrone compound, 3-[1R-trans-(2-trifluoromethyl)cyclopropanecarbonyl]-4-hydroxy-6-methyl-2-pyrone with outstanding insecticidal

  描述了我们实验室中三种含氟杀虫剂的发现故事，即amidoflumet，一种对各种室内尘螨具有高杀螨活性的新型三氟甲烷磺酰苯胺，Metofluthrin，一种对各种蚊子具有极高击倒活性的强效新型氟化拟除虫菊酯，以及一种新的α吡喃酮化合物，3- [1 - [R -反式- （2-三氟甲基）环丙烷羰基] -4-羟基-6-甲基-2-吡喃酮与抗出色的杀虫活性德国小蠊。
• A Simple, Mild, and Practical Method for the Esterification and Thioesterification of Anthranilic Acid Utilizing N-(2-Aminobenzoyl)benzotriazole
  作者：İlhami Çelik、Şule Kökten

  DOI：10.1055/s-0033-1339469

  日期：——

  A convenient and efficient method for the preparation of anthranilic esters and anthranilic thioesters has been developed by the treatment of N-(2-aminobenzoyl)benzotriazoles with alcohols and thiols in the presence of 4-(dimethylamino)pyridine (DMAP).
• Synthesis of 4-Hydroxy-3-quinolinecarboxylic Acid Derivatives by a Condensation/Cyclization Sequence between<i>o</i>-Isocyanobenzoates and Magnesium Enolates
  作者：Kazuhiro Kobayashi、Toshio Nakashima、Masaaki Mano、Osamu Morikawa、Hisatoshi Konishi

  DOI：10.1246/cl.2001.602

  日期：2001.7

  Addition of magnesium ester and amide enolates, generated using an excess amount of a magnesium amide (from diisopropylamine and ethylmagnesium bromide), to o-isocyanobenzoates affords 4-hydroxy-3-quinolinecarboxylic esters and amides by a tandem Claisen-type condensation/cyclization sequence.

  使用过量的氨基镁（来自二异丙胺和乙基溴化镁）将镁酯和酰胺烯醇化物添加到邻异氰基苯甲酸酯中，通过串联克莱森型缩合/环化序列提供 4-羟基-3-喹啉羧酸酯和酰胺.