2-(4-phthalimidobutyrylamino)-3,3-dichloroacrylonitrile | 1353760-19-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 2-(4-phthalimidobutyrylamino)-3,3-dichloroacrylonitrile
• 英文别名: 2-(4-Phthalimidobutyrylamino)-3,3-dichloroacrylonitrile；N-(2,2-dichloro-1-cyanoethenyl)-4-(1,3-dioxoisoindol-2-yl)butanamide
• CAS: 1353760-19-6
• 化学式: C₁₅H₁₁Cl₂N₃O₃
• 分子量: 352.177
• InChiKey: YQXFXXPBLRAJRN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  90.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(4-phthalimidobutyrylamino)-3,3-dichloroacrylonitrile 在 一水合肼 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 、 乙腈 为溶剂， 反应 24.0h， 生成 4-methyl-N-(2-(morpholine-4-carbonyl)-6,7-dihydro-5H-pyrrolo[1,2-a]imidazol-3-yl)benzamide
  参考文献：
  名称：

  Synthesis and some properties of 5-alkylamino-2-(phthalimidoalkyl)-1,3-oxazole-4-carbonitriles

  摘要：

  5-Alkylamino-1,3-oxazole-4-carbonitriles containing a 2-phthalimidoethyl or 3-phthalimidopropyl substituent at position 2 of the oxazole ring were synthesized. In the reaction of 5-(morpholin-4-yl)-2-(2-phthalimidoethy) l-1,3-oxazole-4-carbonitrile with hydrazine hydrate, 2-(2-aminoethyl)-5-(morpholin-4-yl)-1,3-oxazole-4-carbonitrile is formed. In the case of the 3-phthalimidopropyl analog, the recyclization product 3-amino-2-(morpholin-4-ylcarbonyl)-6,7-dihydro-5H-pyrrolo[1,2-a] imidazole is formed.

  DOI：

  10.1007/s10593-011-0869-y
• 作为产物：
  描述：

  4-(1,3-dioxo-1,3-dihydroisoindol-2-yl)butyramide 在 氯化亚砜 、 水 作用下， 以 丙酮 、 甲苯 为溶剂， 反应 8.0h， 生成 2-(4-phthalimidobutyrylamino)-3,3-dichloroacrylonitrile
  参考文献：
  名称：

  Synthesis and some properties of 5-alkylamino-2-(phthalimidoalkyl)-1,3-oxazole-4-carbonitriles

  摘要：

  5-Alkylamino-1,3-oxazole-4-carbonitriles containing a 2-phthalimidoethyl or 3-phthalimidopropyl substituent at position 2 of the oxazole ring were synthesized. In the reaction of 5-(morpholin-4-yl)-2-(2-phthalimidoethy) l-1,3-oxazole-4-carbonitrile with hydrazine hydrate, 2-(2-aminoethyl)-5-(morpholin-4-yl)-1,3-oxazole-4-carbonitrile is formed. In the case of the 3-phthalimidopropyl analog, the recyclization product 3-amino-2-(morpholin-4-ylcarbonyl)-6,7-dihydro-5H-pyrrolo[1,2-a] imidazole is formed.

  DOI：

  10.1007/s10593-011-0869-y

文献信息

• Application of the Recyclization Products of 5-Alkyl(aryl)amino-2-(3-phthalimidopropyl)-1,3-oxazole-4-carbonitriles to the Synthesis of Condensed Tricyclic Nitrogenous Structures
  作者：S. A. Chumachenko、O. V. Shablykin、V. S. Brovarets

  DOI：10.1007/s10593-013-1216-2

  日期：2013.3

  N-Alkyl(aryl)-3-amino-5H,6H,7H-pyrrolo[1,2-a]imidazole-2-carboxamides were obtained by the interaction of 5-alkyl(aryl)amino-2-(3-phthalimidopropyl)-1,3-oxazole-4-carbonitriles with hydrazine hydrate and have been used for the synthesis of substituted 3H,4H,6H,7H,8H-pyrrolo[2,1-h]purin-4-ones, their thione analogs, and also 1,2,3,6,7,8-hexahydro-4H-pyrrolo[2',1':2,3]imidazo[4,5-d]-[1,3,2]diazaphosphinine derivatives.