1-(4-methylphenyl)-5-(trifluoromethyl)-1H-tetrazole | 129191-84-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-(4-methylphenyl)-5-(trifluoromethyl)-1H-tetrazole
• 英文别名: 1-(4-methylphenyl)-5-(trifluoromethyl)tetrazole
• CAS: 129191-84-0
• 化学式: C₉H₇F₃N₄
• 分子量: 228.177
• InChiKey: YAQPRCARZYYIJV-UHFFFAOYSA-N

物化性质

• 沸点：
  271.3±50.0 °C(Predicted)
• 密度：
  1.43±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  43.6
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  N-(4-methylphenyl)-2,2,2-trifluoroacetimidoyl chloride 在 sodium azide 作用下， 以 乙腈 为溶剂， 反应 0.15h， 以97.3%的产率得到1-(4-methylphenyl)-5-(trifluoromethyl)-1H-tetrazole
  参考文献：
  名称：

  Microwave-assisted synthesis of 1-aryl-5-(trifluoromethyl)-1H-tetrazoles

  摘要：

  This general protocol provides a wide variety of 5-substituted-1H-tetrazoles in good yields under mild reaction conditions. An efficient, green, and convenient method for the preparation of new 5-substituted-tetrazoles via microwave-assisted 1,3-dipolar cycloaddition reaction of N-aryl-2,2,2-trifluoroacetimidoyl chlorides and sodium azide in acetonitrile without assistance of any catalyst has been reported. The FT-IR, F-19 NMR, H-1 NMR, C-13 NMR, HMBC spectra, elemental analysis, and single-crystal X-ray analysis confirm the structures of the products. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2014.07.025

文献信息

• N, N'-Disubstituted trifluoroacetamidines for trifluoromethylated polynitrogen heterocycles.
  作者：Kenji Uneyama、Fumio Yamashita、Koji Sugimoto、Osamu Morimoto

  DOI：10.1016/s0040-4039(00)94681-1

  日期：1990.1

  N, N'-Disubstituted trifluoroacetamidines have been prepared and transformed to the trifluoromethylated polynitrogen heterocycles.

  已经制备了N，N′-二取代的三氟乙am并将其转化为三氟甲基化的多氮杂环。
• Process for production of 1-aryl-5-(trifluoromethyl)-1h-tetrazoles
  申请人：Hagiya Kazutake

  公开号：US20070106080A1

  公开（公告）日：2007-05-10

  The present invention relates to a process for producing an N-aryl-2,2,2-trifluoroacetimidoyl chloride represented by Formula (2): the process comprising the step of reacting in an organic solvent a tertiary amine, a 2,2,2-trifluoro-N-arylacetamide represented by Formula (1): and at least one member selected from the group consisting of phosphorus oxychloride and diphenyl chlorophosphate; and a process for producing a 1-aryl-5-(trifluoromethyl)-1H-tetrazole represented by Formula (4): the process comprising the step of reacting in an aromatic hydrocarbon solvent, in the presence of an amine salt, an N-aryl-2,2,2-trifluoroacetimidoyl chloride represented by Formula (2) shown above and an azide.

  本发明涉及一种制备由式（2）表示的N-芳基-2,2,2-三氟乙酰亚胺酰氯的方法，该方法包括在有机溶剂中反应三级胺、由式（1）表示的2,2,2-三氟-N-芳基乙酰胺和磷酰氯和二苯基氯磷酸酯等组中至少一种成员；以及制备由式（4）表示的1-芳基-5-（三氟甲基）-1H-四氮唑的方法，该方法包括在芳香族烃溶剂中反应一种胺盐、上述式（2）表示的N-芳基-2,2,2-三氟乙酰亚胺酰氯和一种偶氮化物。
• Process for production of 1-aryl-5-(trifluoromethyl)-1H-tetrazoles
  申请人：Toyo Kasei Kogyo Company Limited

  公开号：US07282609B2

  公开（公告）日：2007-10-16

  The present invention relates to a process for producing an N-aryl-2,2,2-trifluoroacetimidoyl chloride represented by Formula (2): the process comprising the step of reacting in an organic solvent a tertiary amine, a 2,2,2-trifluoro-N-arylacetamide represented by Formula (1): and at least one member selected from the group consisting of phosphorus oxychloride and diphenyl chlorophosphate; and a process for producing a 1-aryl-5-(trifluoromethyl)-1H-tetrazole represented by Formula (4): the process comprising the step of reacting in an aromatic hydrocarbon solvent, in the presence of an amine salt, an N-aryl-2,2,2-trifluoroacetimidoyl chloride represented by Formula (2) shown above and an azide.

  本发明涉及一种制备由式（2）表示的N-芳基-2,2,2-三氟乙酰亚胺酰氯的方法，该方法包括在有机溶剂中反应三级胺，由式（1）表示的2,2,2-三氟-N-芳基乙酰胺，以及由磷酰氯和二苯基氯磷酸酯组成的群体中至少选择一种成员；以及一种制备由式（4）表示的1-芳基-5-（三氟甲基）-1H-四唑的方法，该方法包括在芳香族烃溶剂中，在胺盐的存在下，反应上述式（2）中所示的N-芳基-2,2,2-三氟乙酰亚胺酰氯和一种叠氮化合物。
• PROCESS FOR PRODUCTION OF 1-ARYL-5-(TRIFLUOROMETHYL)-1H- TETRAZOLES
  申请人：TOYO KASEI KOGYO COMPANY LIMITED

  公开号：EP1671945A1

  公开（公告）日：2006-06-21

  The present invention relates to a process for producing an N-aryl-2,2,2-trifluoroacetimidoyl chloride represented by Formula (2): the process comprising the step of reacting in an organic solvent a tertiary amine, a 2,2,2-trifluoro-N-arylacetamide represented by Formula (1): and at least one member selected from the group consisting of phosphorus oxychloride and diphenyl chlorophosphate; and a process for producing a 1-aryl-5-(trifluoromethyl)-1H-tetrazole represented by Formula (4): the process comprising the step of reacting in an aromatic hydrocarbon solvent, in the presence of an amine salt, an N-aryl-2,2,2-trifluoroacetimidoyl chloride represented by Formula (2) shown above and an azide.

  本发明涉及一种生产由式（2）表示的 N-芳基-2,2,2-三氟乙酰亚酰胺酰氯的工艺： 该工艺包括以下步骤：在有机溶剂中使叔胺和由式（1）表示的 2,2,2-三氟-N-芳基乙酰胺反应： 和至少一种选自氧氯化磷和氯磷酸二苯酯组成的组的成员；以及一种生产由式(4)代表的 1-芳基-5-(三氟甲基)-1H-四唑的工艺： 该工艺包括以下步骤：在芳香烃溶剂中，在胺盐存在下，使由上式（2）代表的 N-芳基-2,2,2-三氟乙酰亚脒酰氯和叠氮化物反应。
• EP1671945
  申请人：——

  公开号：——

  公开（公告）日：——