N-(氰基甲基)-2-糠酰胺 | 72667-24-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: N-(氰基甲基)-2-糠酰胺
• 英文名称: N-(cyanomethyl)furan-2-carboxamide
• 英文别名: Brenzschleimsaeurenitril
• CAS: 72667-24-4
• 化学式: C₇H₆N₂O₂
• 分子量: 150.137
• InChiKey: XCNBFIAFJGPGSB-UHFFFAOYSA-N

物化性质

• 沸点：
  404.2±25.0 °C(Predicted)
• 密度：
  1.225±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  66
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2932190090

反应信息

• 作为反应物：
  描述：

  N-(氰基甲基)-2-糠酰胺 生成 furane-2-carboximidate de methyle
  参考文献：
  名称：

  Wheeler; Atwater, American Chemical Journal, 1900, vol. 23, p. 146

  摘要：

  DOI：
• 作为产物：
  描述：

  (E)-1-(2-呋喃基)-N-羟基甲亚胺 、 alkaline earth salt of/the/ methylsulfuric acid 生成 N-(氰基甲基)-2-糠酰胺
  参考文献：
  名称：

  Borsche, Chemische Berichte, 1906, vol. 39, p. 2503

  摘要：

  DOI：

文献信息

• Synthesis of Imidazoles and Oxazoles via a Palladium-Catalyzed Decarboxylative Addition/Cyclization Reaction Sequence of Aromatic Carboxylic Acids with Functionalized Aliphatic Nitriles
  作者：Ling Dai、Shuling Yu、Ningning Lv、Xuanzeng Ye、Yinlin Shao、Zhongyan Chen、Jiuxi Chen

  DOI：10.1021/acs.orglett.1c01762

  日期：2021.8.6

  efficient approach for the assembly of multiply substituted imidazoles and oxazoles in a single-step manner. These transformations are based on a decarboxylation addition and annulation of readily accessible aromatic carboxylic acids and aliphatic nitriles and exhibit good functional group compatibility and a high step economy. The reaction is scalable, and as-prepared products could be transformed into practical

  我们在此报告了一种以单步方式组装多取代咪唑和恶唑的有效方法。这些转化基于容易获得的芳香族羧酸和脂肪族腈的脱羧加成和环化，并表现出良好的官能团兼容性和高步骤经济性。该反应是可扩展的，制备的产品可以转化为实用的骨架。重要的是，莫罗替尼的后期衍生化突出了这种方法的潜在效用。
• Acid-promoted reaction of N-(cyanomethyl) amide with nitrosation reagent: Facile synthesis of 1,2,4-oxadiazole-3-carboxamide
  作者：Shaoqing Du、Jin Li、Wen Fu、Xiaoyong Xu、Xusheng Shao、Xuhong Qian

  DOI：10.1016/j.tetlet.2021.153209

  日期：2021.7

  1,2,4-Oxadiazole-3-carboxamide has been extensively used in the pharmaceutical chemistry. In this study, 1,2,4-oxadiazole-3-carboxamide is accomplished through an acid-promoted reaction of N-(cyanomethyl)amide with nitrosation reagent. This novel preparation of 1,2,4-oxadiazole-3-carboxamide was carried out at 25 °C, and the yield of target compounds was as high as 92%. At the same time, the amount

  1,2,4-Oxadiazole-3-carboxamide 已广泛用于药物化学。在这项研究中，1,2,4-oxadiazole-3-carboxamide 是通过N-（氰甲基）酰胺与亚硝化试剂的酸促进反应来完成的。这种1,2,4-恶二唑-3-甲酰胺的新制备在25℃下进行，目标化合物的产率高达92%。同时，减少了酸的用量。已经提供了形成 1,2,4-oxadiazole-3-carboxamide 的机制推测。新的合成方法为含1,2,4-恶二唑-3-甲酰胺化合物的合成提供了极大的便利。
• Fungidal and herbicidal 2-substituted-3-oxa-3a.lambda..sup.4,
  申请人：Chevron Research Company

  公开号：US04179441A1

  公开（公告）日：1979-12-18

  Herbicidal and fungicidal oxadithiadiazapentalenes of the formula ##STR1## wherein X is halo and R is alkyl, haloalkyl, halovinyl, cycloalkyl, thiocayanatoalkyl, aryl, aryloxy, arylthiomethyl, aryloxymethyl, benzylthiomethyl, benzyloxymethyl or heterocyclic are prepared by reacting a sulfur halide and an N-cyanomethylcarboxamide of the formula ##STR2## wherein R is as defined above.

  公式为 ##STR1## 的除草和杀菌的氧代二噻二氮杂五环化合物，其中X是卤素，R是烷基，卤代烷基，卤代烯基，环烷基，硫氰基烷基，芳基，芳氧基，芳硫甲基，芳氧甲基，苄基硫甲基，苄氧甲基或杂环基，通过反应硫卤化物和公式为 ##STR2## 的N-氰甲基羧酰胺制备，其中R如上所定义。
• Paired Electrolysis for Decarboxylative Cyanation: 4-CN-Pyridine, a Versatile Nitrile Source
  作者：Gadde Sathish Kumar、Prashant S. Shinde、Haifeng Chen、Krishnamoorthy Muralirajan、Rajesh Kancherla、Magnus Rueping

  DOI：10.1021/acs.orglett.2c01897

  日期：2022.9.9

  decarboxylative cyanation of amino acids under paired electrochemical reaction conditions has been developed. 4-CN-pyridine was found to be a new and effective cyanation reagent under catalyst-free conditions. Mechanistic studies support a nucleophilic reaction pathway, and the cyanation protocol can be applied to diverse substrates including N,N-dialkyl aniline and indole derivatives.

  已经开发了在配对电化学反应条件下氨基酸的脱羧氰化。4-CN-吡啶在无催化剂条件下被发现是一种新型有效的氰化试剂。机理研究支持亲核反应途径，氰化方案可应用于多种底物，包括N、N-二烷基苯胺和吲哚衍生物。
• Oxadithiadiazapentalenes, their preparation, fungicidal compositions containing them and the control of fungi using them
  申请人：CHEVRON RESEARCH COMPANY

  公开号：EP0003261A1

  公开（公告）日：1979-08-08

  Herbicidal and fungicidal oxadithiadiazapentalenes of the formula wherein X is halo and R is alkyl, haloalkyl, halovinyl, cycloalkyl, thiocyanatoalkyl, aryl, aryloxy, arylthiomethyl, aryloxymethyl, benzylthiomethyl, benzyloxymethyl or heterocyclic are prepared by reacting a sulfur halide and an N-cyanomethyl-carboxamide of the formula wherein R is as defined above.

  具有除草和杀菌作用的噁二噻二唑并庚烯，其式如下 式中 X 为卤代，R 为烷基、卤代烷基、卤代乙烯基、环烷基、硫氰酸烷基、芳基、芳氧基、芳硫基甲基、芳氧基甲基、苄硫基甲基、苄氧基甲基或杂环基。 其中 R 如上定义。