4-(N,N-dihexylamino)-2-methylbenzaldehyde | 75664-19-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-(N,N-dihexylamino)-2-methylbenzaldehyde
• 英文别名: 4-(Dihexylamino)-2-methylbenzaldehyde；4-(dihexylamino)-2-methylbenzaldehyde
• CAS: 75664-19-6
• 化学式: C₂₀H₃₃NO
• 分子量: 303.488
• InChiKey: MFZDIPZGENHBAA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  22
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(N,N-dihexylamino)-2-methylbenzaldehyde 在 哌啶 、 potassium carbonate 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 生成 (E)-2-(5-(4-(dihexylamino)-2-methylbenzylidene)-2,4-dioxothiazolidin-3-yl)-N-(6-thiocyanato benzo[d]thiazol-2-yl)acetamide
  参考文献：
  名称：

  Synthesis of some new 2-amino-6-thiocyanato benzothiazole derivatives bearing 2,4-thiazolidinediones and screening of their in vitro antimicrobial, antitubercular and antiviral activities

  摘要：

  A series of new (E)-2-(5-substituted benzylidene-2,4-dioxothiazolidin-3-yl)-N-(6-thiocyanatobenzo[d]thiazol-2-yl)acetamides have been synthesized. The structures of title compounds have been confirmed by elemental analyses, IR, H-1 NMR and C-13 NMR spectral data. All the synthesized compounds were tested for antimicrobial and antitubercular activity and also were evaluated for anti-HIV activity. Several compounds exhibited good antibacterial activity (9, 15, 27 and 31 against E. coli; 8 and 28 against S. aureus); some displayed good antifungal activity (4, 7, 13, 19, 23, 24, 25 and 31 against C. albicans). Compounds 14, 20 and 22 showed good antitubercular activity. Unfortunately, none of the compounds were found to be active against anti-HIV-1. However, one of the intermediates, the 2-chloro-N-(6-thiocyanatobenzo[d]thiazol-2-yl)acetamide, showed significant cytotoxicity for MT-4 cells (CC50 = 8.0 A mu M).

  DOI：

  10.1007/s00044-015-1358-0
• 作为产物：
  描述：

  3-甲基苯胺 在 magnesium oxide 、 三氯氧磷 作用下， 以 水 为溶剂， 反应 24.5h， 生成 4-(N,N-dihexylamino)-2-methylbenzaldehyde
  参考文献：
  名称：

  一种分散蓝354的制备方法

  摘要：

  一种分散蓝354的制备方法，其特征在于：所述方法包括化合物Ⅰb的制备步骤，该步骤中，以甲醇作溶剂，在哌啶的存在下，将化合物Ⅰa与丙二腈以质量比1:0.4‑0.5的比例进行反应，反应温度为45℃至甲醇的回流温度。该步骤能够减少丙二腈的用量，并且反应条件温和，减少有害物质的产生，所得产物纯度好，收率高。该方法起始原料成本低，总收率高。

  公开号：

  CN109233323B

文献信息

• 一种分散蓝354的制备方法
  申请人：浙江闰土研究院有限公司

  公开号：CN109233323B

  公开（公告）日：2020-10-09

  一种分散蓝354的制备方法，其特征在于：所述方法包括化合物Ⅰb的制备步骤，该步骤中，以甲醇作溶剂，在哌啶的存在下，将化合物Ⅰa与丙二腈以质量比1:0.4‑0.5的比例进行反应，反应温度为45℃至甲醇的回流温度。该步骤能够减少丙二腈的用量，并且反应条件温和，减少有害物质的产生，所得产物纯度好，收率高。该方法起始原料成本低，总收率高。
• Synthesis of some new 2-amino-6-thiocyanato benzothiazole derivatives bearing 2,4-thiazolidinediones and screening of their in vitro antimicrobial, antitubercular and antiviral activities
  作者：Faiyazalam M. Shaikh、Navin B. Patel、Giuseppina Sanna、Bernardetta Busonera、Paolo La Colla、Dhanji P. Rajani

  DOI：10.1007/s00044-015-1358-0

  日期：2015.8

  A series of new (E)-2-(5-substituted benzylidene-2,4-dioxothiazolidin-3-yl)-N-(6-thiocyanatobenzo[d]thiazol-2-yl)acetamides have been synthesized. The structures of title compounds have been confirmed by elemental analyses, IR, H-1 NMR and C-13 NMR spectral data. All the synthesized compounds were tested for antimicrobial and antitubercular activity and also were evaluated for anti-HIV activity. Several compounds exhibited good antibacterial activity (9, 15, 27 and 31 against E. coli; 8 and 28 against S. aureus); some displayed good antifungal activity (4, 7, 13, 19, 23, 24, 25 and 31 against C. albicans). Compounds 14, 20 and 22 showed good antitubercular activity. Unfortunately, none of the compounds were found to be active against anti-HIV-1. However, one of the intermediates, the 2-chloro-N-(6-thiocyanatobenzo[d]thiazol-2-yl)acetamide, showed significant cytotoxicity for MT-4 cells (CC50 = 8.0 A mu M).