N-[4-(10H-dipyrido[3,4-b:3',4'-e][1,4]thiazin-10-yl)butyl]phthalimide | 1320136-99-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-[4-(10H-dipyrido[3,4-b:3',4'-e][1,4]thiazin-10-yl)butyl]phthalimide
• 英文别名: 10-(4'-phthalimidobutyl)-2,7-diazaphenothiazine；2-[4-(2-Thia-5,9,12-triazatricyclo[8.4.0.03,8]tetradeca-1(10),3(8),4,6,11,13-hexaen-9-yl)butyl]isoindole-1,3-dione
• CAS: 1320136-99-9
• 化学式: C₂₂H₁₈N₄O₂S
• 分子量: 402.477
• InChiKey: HDDVEDCIGRQMRA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  29
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  91.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N-[4-(10H-dipyrido[3,4-b:3',4'-e][1,4]thiazin-10-yl)butyl]phthalimide 在 肼 作用下， 以 乙醇 、 水 为溶剂， 反应 2.0h， 以77%的产率得到4-(10H-dipyrido[3,4-b:3',4'-e][1,4]thiazin-10-yl)butan-1-amine
  参考文献：
  名称：

  Acyl and Sulfonyl Derivatives of 10-Aminoalkyl-2,7-diazaphenothiazines

  摘要：

  Reaction of 3,3'-dinitro-4,4'-dipyridinyl disulfide (1) with sodium hydroxide in DMF led to 10H-2,7-diazaphenothiazine (4). N-Alkylation of (4) with phthalimidopropyl and phthalimidobutyl bromides gave phthalimidoalkyl derivatives (5) and (6) which were hydrolyzed to aminoalkyldiazaphenothiazines (7) and (8). N-Acylation with acetyl anhydride, benzoyl chloride, ethyl chloroformate and 2-chloroethyl isocyanate gave N-acyl derivatives (9-16). N-Sulfonylation with methanesulfonyl and p-toluenesulfonyl chlorides led to N-sulfonyl derivatives (17-20).

  DOI：

  10.3987/com-08-11622
• 作为产物：
  描述：

  10H-2,7-diazaphenothiazine 、 N-(4-溴丁基)邻苯二甲酰亚胺 在 sodium hydride 作用下， 以 甲苯 为溶剂， 反应 25.17h， 以76%的产率得到N-[4-(10H-dipyrido[3,4-b:3',4'-e][1,4]thiazin-10-yl)butyl]phthalimide
  参考文献：
  名称：

  Acyl and Sulfonyl Derivatives of 10-Aminoalkyl-2,7-diazaphenothiazines

  摘要：

  Reaction of 3,3'-dinitro-4,4'-dipyridinyl disulfide (1) with sodium hydroxide in DMF led to 10H-2,7-diazaphenothiazine (4). N-Alkylation of (4) with phthalimidopropyl and phthalimidobutyl bromides gave phthalimidoalkyl derivatives (5) and (6) which were hydrolyzed to aminoalkyldiazaphenothiazines (7) and (8). N-Acylation with acetyl anhydride, benzoyl chloride, ethyl chloroformate and 2-chloroethyl isocyanate gave N-acyl derivatives (9-16). N-Sulfonylation with methanesulfonyl and p-toluenesulfonyl chlorides led to N-sulfonyl derivatives (17-20).

  DOI：

  10.3987/com-08-11622

文献信息

• Acyl and Sulfonyl Derivatives of 10-Aminoalkyl-2,7-diazaphenothiazines
  作者：Krystian Pluta、Beata Morak-Młodawska

  DOI：10.3987/com-08-11622

  日期：——

  Reaction of 3,3'-dinitro-4,4'-dipyridinyl disulfide (1) with sodium hydroxide in DMF led to 10H-2,7-diazaphenothiazine (4). N-Alkylation of (4) with phthalimidopropyl and phthalimidobutyl bromides gave phthalimidoalkyl derivatives (5) and (6) which were hydrolyzed to aminoalkyldiazaphenothiazines (7) and (8). N-Acylation with acetyl anhydride, benzoyl chloride, ethyl chloroformate and 2-chloroethyl isocyanate gave N-acyl derivatives (9-16). N-Sulfonylation with methanesulfonyl and p-toluenesulfonyl chlorides led to N-sulfonyl derivatives (17-20).