N-methoxy-N-methyl-1,3-benzodioxole-4-carboxamide | 1431880-67-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: N-methoxy-N-methyl-1,3-benzodioxole-4-carboxamide
• CAS: 1431880-67-9
• 化学式: C₁₀H₁₁NO₄
• 分子量: 209.202
• InChiKey: IBQRWCZFIQQFOY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  48
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-methoxy-N-methyl-1,3-benzodioxole-4-carboxamide 、 2-氨基苯硫醇 在 三氟化硼乙醚 作用下， 以 1,4-二氧六环 为溶剂， 以94%的产率得到2-(1,3-Benzodioxol-4-yl)-1,3-benzothiazole
  参考文献：
  名称：

  Weinreb amide as an efficient reagent in the one pot synthesis of benzimidazoles and benzothiazoles

  摘要：

  One pot synthesis of 2-substituted benzimidazoles/benzothiazoles through condensation is followed by cyclization of Weinreb amide with o-diaminoarene or o-aminothiophenol is reported. In the presence of boron trifluoride etherate in 1,4-dioxane solvent, a high yield (75-94%) was achieved within 60 min. Weinreb amide shows high selectivity in the reaction, even in presence of other active functional groups such as carboxyl, halogen, cyano, and methoxy. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.03.075

文献信息

• TETRAZOLINONE COMPOUND AND APPLICATIONS THEREOF
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：US20150299146A1

  公开（公告）日：2015-10-22

  The compound represented by formula (1): wherein R 4 and R 5 each represents a hydrogen atom, a halogen atom, or a C1-C3 alkyl group; R 6 represents a C1-C4 alkyl group, a C3-C6 cycloalkyl group, or the like; R 7 , R 8 , and R 9 each represents a hydrogen atom, a halogen atom, or the like; R 10 represents a C1-C3 alkyl group, or the like; R 13 represents a C1-C3 alkyl group, or the like; and Q represents a phenyl group, or the like; has an excellent control effect on pests.

  式(1)所代表的化合物：其中，R4和R5分别表示氢原子、卤素原子或C1-C3烷基；R6表示C1-C4烷基、C3-C6环烷基或类似物；R7、R8和R9分别表示氢原子、卤素原子或类似物；R10表示C1-C3烷基或类似物；R13表示C1-C3烷基或类似物；Q表示苯基或类似物。该化合物对害虫有极好的控制效果。
• TETRAZOLINONE COMPOUND AND USE THEREOF
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：EP2927218B1

  公开（公告）日：2018-07-04
• US9725423B2
  申请人：——

  公开号：US9725423B2

  公开（公告）日：2017-08-08
• [EN] TETRAZOLINONE COMPOUND AND USE THEREOF<br/>[FR] COMPOSÉ DE TÉTRAZOLINONE ET SON UTILISATION
  申请人：SUMITOMO CHEMICAL CO

  公开号：WO2014084223A1

  公开（公告）日：2014-06-05

  式（１）〔式中、 Ｒ４およびＲ５は各々、水素原子、ハロゲン原子またはＣ１－Ｃ３アルキル基等を表し； Ｒ６は、Ｃ１－Ｃ４アルキル基、Ｃ３－Ｃ６シクロアルキル基等を表し； Ｒ７、Ｒ８およびＲ９は各々、水素原子、ハロゲン原子等を表し； Ｒ１０は、Ｃ１－Ｃ３アルキル基等を表し； Ｒ１3は、Ｃ１－Ｃ３アルキル基等を表し； Ｑは、フェニル基等を表す。〕 で示される化合物は有害生物に対して優れた防除効力を有する。
• Weinreb amide as an efficient reagent in the one pot synthesis of benzimidazoles and benzothiazoles
  作者：Yadaganahalli K. Bommegowda、Gejjalagere S. Lingaraju、Saji Thamas、Koravangala S. Vinay Kumar、Challanayakanahally S. Pradeepa Kumara、Kanchugarakoppal S. Rangappa、Marilinganadoddi P. Sadashiva

  DOI：10.1016/j.tetlet.2013.03.075

  日期：2013.5

  One pot synthesis of 2-substituted benzimidazoles/benzothiazoles through condensation is followed by cyclization of Weinreb amide with o-diaminoarene or o-aminothiophenol is reported. In the presence of boron trifluoride etherate in 1,4-dioxane solvent, a high yield (75-94%) was achieved within 60 min. Weinreb amide shows high selectivity in the reaction, even in presence of other active functional groups such as carboxyl, halogen, cyano, and methoxy. (c) 2013 Elsevier Ltd. All rights reserved.