2-amino-5-methylfuran-3-carbonitrile | 182427-25-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-amino-5-methylfuran-3-carbonitrile
• 英文别名: 2-Amino-5-methyl-furan-3-carbonitrile
• CAS: 182427-25-4
• 化学式: C₆H₆N₂O
• mdl: MFCD15143753
• 分子量: 122.126
• InChiKey: HLRRGGBLXZIFON-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.166
• 拓扑面积：
  63
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-amino-5-methylfuran-3-carbonitrile 、 1-溴-2-硝基苯 在 potassium phosphate 、 palladium diacetate 、 2-(二叔丁基膦)联苯 、 苯硼酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 0.33h， 以77%的产率得到5-methyl-2-[(2-nitrophenyl)amino]furan-3-carbonitrile
  参考文献：
  名称：

  ROY Reclaims Its Crown: New Ways To Increase Polymorphic Diversity

  摘要：

  Chemical compounds that exist in multiple crystalline forms are said to exhibit polymorphism. Polymorphs have the same composition, but their structures and properties can vary markedly. In many fields, conditions for crystallizing compounds of interest are screened exhaustively to generate as many polymorphs as possible, from which the most advantageous form can be selected. We report new ways to search for polymorphs and increase polymorphic diversity, based on crystallization induced by suitably designed mixed-crystal seeds. The potential of the strategy has been demonstrated by using it to produce new polymorphs of the benchmark compound ROY as single crystals structurally characterized by X-ray diffraction. This allows ROY to reclaim its crown as the most polymorphic compound in the Cambridge Structural Database. More generally, the methods promise to become valuable tools for polymorphic screening in all fields where crystalline solids are used.

  DOI：

  10.1021/jacs.0c04434
• 作为产物：
  描述：

  5-氨基-2-甲基-2,3-二氢呋喃-4-甲腈 在 吡啶 、 喹啉 、 五氯化磷 、 乙二醇 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 1,4-二氧六环 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.13h， 生成 2-amino-5-methylfuran-3-carbonitrile
  参考文献：
  名称：

  ROY Reclaims Its Crown: New Ways To Increase Polymorphic Diversity

  摘要：

  Chemical compounds that exist in multiple crystalline forms are said to exhibit polymorphism. Polymorphs have the same composition, but their structures and properties can vary markedly. In many fields, conditions for crystallizing compounds of interest are screened exhaustively to generate as many polymorphs as possible, from which the most advantageous form can be selected. We report new ways to search for polymorphs and increase polymorphic diversity, based on crystallization induced by suitably designed mixed-crystal seeds. The potential of the strategy has been demonstrated by using it to produce new polymorphs of the benchmark compound ROY as single crystals structurally characterized by X-ray diffraction. This allows ROY to reclaim its crown as the most polymorphic compound in the Cambridge Structural Database. More generally, the methods promise to become valuable tools for polymorphic screening in all fields where crystalline solids are used.

  DOI：

  10.1021/jacs.0c04434

文献信息

• One-Pot Synthesis of Substituted 2-Amino-3-Furonitriles
  作者：Mehdi Bakavoli、Mohammad Rahimizadeh、Zinat Gordi

  DOI：10.3184/030823408x356314

  日期：2008.10

  Solvent-free reaction of substituted α-haloketones with malononitrile in the presence of diethylamine provides an efficient one-pot synthesis of 2-amino-5-aryl (alkyl)-3-furonitriles in high yield.

  在二乙胺存在下，取代的 α-卤酮与丙二腈进行无溶剂反应，可高效地一次合成 2-氨基-5-芳基（烷基）-3-呋喃腈，产量高。
• US20140275041A1
  申请人：——

  公开号：US20140275041A1

  公开（公告）日：2014-09-18
• [EN] METHODS FOR POLYMORPHIC SCREENING<br/>[FR] PROCÉDÉS DE CRIBLAGE DE POLYMORPHE
  申请人：UNIV MONTREAL

  公开号：WO2021146796A1

  公开（公告）日：2021-07-29

  A method for screening a target compound for polymorphic forms is provided. The method comprises providing a library of mixed-crystal seeds, each mixed-crystal seed consisting essentially of the target compound and at least one structural analog that is structurally analogous to the target compound; and for each mixed-crystal seed: introducing the mixed-crystal seed into a crystallization medium comprising the target compound, under conditions suitable for crystallization of the target compound; monitoring the formation of crystals of the target compound; and when formed, characterizing the crystals of the target compound.
• ROY Reclaims Its Crown: New Ways To Increase Polymorphic Diversity
  作者：Alexandre Lévesque、Thierry Maris、James D. Wuest

  DOI：10.1021/jacs.0c04434

  日期：2020.7.8

  Chemical compounds that exist in multiple crystalline forms are said to exhibit polymorphism. Polymorphs have the same composition, but their structures and properties can vary markedly. In many fields, conditions for crystallizing compounds of interest are screened exhaustively to generate as many polymorphs as possible, from which the most advantageous form can be selected. We report new ways to search for polymorphs and increase polymorphic diversity, based on crystallization induced by suitably designed mixed-crystal seeds. The potential of the strategy has been demonstrated by using it to produce new polymorphs of the benchmark compound ROY as single crystals structurally characterized by X-ray diffraction. This allows ROY to reclaim its crown as the most polymorphic compound in the Cambridge Structural Database. More generally, the methods promise to become valuable tools for polymorphic screening in all fields where crystalline solids are used.