7'-amino-1-ethyl-2'-methyl-5-nitro-2,4'-dioxo-3',4'-dihydrospiro[indoline-3,5'-pyrano[2,3-d]pyrimidine]-6'-carbonitrile | 1204748-09-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡喃嘧啶类
• 英文名称: 7'-amino-1-ethyl-2'-methyl-5-nitro-2,4'-dioxo-3',4'-dihydrospiro[indoline-3,5'-pyrano[2,3-d]pyrimidine]-6'-carbonitrile
• 英文别名: 7'-amino-1-ethyl-4'-hydroxy-2'-methyl-5-nitro-2-oxospiro[indoline-3,5'-pyrano[2,3-d]pyrimidine]-6'-carbonitrile；7-amino-1'-ethyl-2-methyl-5'-nitro-2',4-dioxospiro[3H-pyrano[2,3-d]pyrimidine-5,3'-indole]-6-carbonitrile
• CAS: 1204748-09-3
• 化学式: C₁₈H₁₄N₆O₅
• 分子量: 394.346
• InChiKey: LOSZUWNCNJKPME-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  29
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  167
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  5-nitro-N-ethylisatin 、 2-甲基-4,6-二羟基嘧啶 、 丙二腈 在 对甲苯磺酸 作用下， 以 水 为溶剂， 反应 24.0h， 以63%的产率得到7'-amino-1-ethyl-2'-methyl-5-nitro-2,4'-dioxo-3',4'-dihydrospiro[indoline-3,5'-pyrano[2,3-d]pyrimidine]-6'-carbonitrile
  参考文献：
  名称：

  An efficient, three-component synthesis of spiro[benzo[g]chromene-4,3′-indoline]-3-carbonitrile and spiro[indoline-3,5′-pyrano[2,3-d]pyrimidine]-6′-carbonitrile derivatives

  摘要：

  Abstract magnified image Spiro[benzo[g]chromene‐4,3′‐indoline]‐3‐carbonitriles and spiro[indoline‐3,5′‐pyrano[2,3‐d]pyrimidine]‐6′‐carbonitriles were synthesized via a three‐component reaction of isatins, 2‐hydroxynaphthalene‐1,4‐dione or 2‐methylpyrimidine‐4,6‐diol, and malononitrile in aqueous media. J. Heterocyclic Chem., (2009).

  DOI：

  10.1002/jhet.240

文献信息

• An efficient, three-component synthesis of spiro[benzo[<i>g</i>]chromene-4,3′-indoline]-3-carbonitrile and spiro[indoline-3,5′-pyrano[2,3-<i>d</i>]pyrimidine]-6′-carbonitrile derivatives
  作者：Ramin Ghahremanzadeh、Tayebeh Amanpour、Ayoob Bazgir

  DOI：10.1002/jhet.240

  日期：2009.11

  Abstract magnified image Spiro[benzo[g]chromene‐4,3′‐indoline]‐3‐carbonitriles and spiro[indoline‐3,5′‐pyrano[2,3‐d]pyrimidine]‐6′‐carbonitriles were synthesized via a three‐component reaction of isatins, 2‐hydroxynaphthalene‐1,4‐dione or 2‐methylpyrimidine‐4,6‐diol, and malononitrile in aqueous media. J. Heterocyclic Chem., (2009).
• One-pot and three-component synthesis of spiro[chromeno[2,3-d] pyrimidine-5,3′-indoline]-diones and spiro[chromeno[2,3-c] pyrazole-4,3′-indoline]-diones
  作者：Ramin Ghahremanzadeh、Fatemeh Fereshtehnejad、Zahra Yasaei、Tayebeh Amanpour、Ayoob Bazgir

  DOI：10.1002/jhet.399

  日期：——

  Abstract magnified image A novel, clean, one‐pot and three‐component synthesis of new spiro[chromeno[2,3‐d]pyrimidine‐5,3′‐indoline]‐2′,6(7H)‐diones and spiro[chromeno[2,3‐c]pyrazole‐4,3′‐indoline]‐2′,5(6H)‐diones via cyclo‐condensation reaction of isatins, 1,3‐cyclohexadiones, and 2‐methylpyrimidine‐4,6‐diol or 3‐methyl‐1‐phenyl‐1H‐pyrazol‐5‐ol, in aqueous media is reported. J. Heterocyclic Chem., (2010).