3-(2'-benzothiazolyl)-2,3-dihydro-2-hexylquinazolin-4(1H)-one | 1097968-00-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 3-(2'-benzothiazolyl)-2,3-dihydro-2-hexylquinazolin-4(1H)-one
• 英文别名: 3-(1,3-Benzothiazol-2-yl)-2-hexyl-1,2-dihydroquinazolin-4-one；3-(1,3-benzothiazol-2-yl)-2-hexyl-1,2-dihydroquinazolin-4-one
• CAS: 1097968-00-7
• 化学式: C₂₁H₂₃N₃OS
• 分子量: 365.499
• InChiKey: ZJVVJXLPSXHRMS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  73.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-氨基苯并噻唑 、 靛红酸酐 、 庚醛 在 zirconium hydrogen sulfate 作用下， 反应 1.0h， 以80%的产率得到3-(2'-benzothiazolyl)-2,3-dihydro-2-hexylquinazolin-4(1H)-one
  参考文献：
  名称：

  Zr(HSO₄)₄: An Efficient Catalyst for the Synthesis of 3-(2'- Benzothiazolyl)-2,3-dihydroquinazolin- 4(1H)-ones

  摘要：

  已经成功合成了3-(2'-苯并噻唑基)-2,3-二氢喹唑啉-4(1H)-酮，方法是在无溶剂条件下，通过异噻唑酸酐、醛和2-氨基苯并噻唑在Zr(HSO₄)₄存在下的一锅法缩合。

  DOI：

  10.1155/2012/515029

文献信息

• One-pot synthesis of 2,3-dihydroquinazolin-4(1H)-ones by Fe3O4@SiO2-imid-PMAn nano-catalyst under ultrasonic irradiation and reflux conditions
  作者：Mohsen Esmaeilpour、Jaber Javidi、Saeed Zahmatkesh、Nafiseh Fahimi

  DOI：10.1007/s00706-016-1832-5

  日期：2017.5

  corresponding 2,3-dihydroquinazolin-4(1H)-one derivatives under ultrasonic irradiation or reflux conditions. This method gives notable advantages such as operational simplicity, excellent yields, short reaction times, and absence of any tedious workup or purification. In addition, the excellent catalytic performance and the easy preparation, thermal stability, and separation of the catalyst make it

  摘要Fe 3 O 4 @SiO 2-亚胺基-PMA n有效催化异戊酸酐，醛，伯胺或铵盐的缩合反应，得到相应的2,3-二氢喹唑啉-4（1 H）-在超声波辐射或回流条件下的一种衍生物。该方法具有显着的优点，例如操作简便，产率高，反应时间短以及无需任何繁琐的后处理或纯化。另外，优异的催化性能以及催化剂的易于制备，热稳定性和分离使其成为良好的非均相体系，并且是其他非均相催化剂的有用替代品。同样，上述纳米催化剂可以容易地通过磁场回收，并且至少在六次后用于后续反应而不会明显降低催化活性和反应产率。 图形概要
• New applications of phosphoric acid supported on alumina (H3PO4–Al2O3) as a reusable heterogeneous catalyst for preparation of 2,3-dihydroquinazoline-4(1H)-ones, 2H-indazolo[2,1-b]phthalazinetriones, and benzo[4,5]imidazo[1,2-a]pyrimidines
  作者：Hamid Reza Shaterian、Nafiseh Fahimi、Kobra Azizi

  DOI：10.1007/s11164-013-1087-2

  日期：2014.5

  An eco-friendly procedure for synthesis of 2,3-dihydroquinazoline-4(1H)-one, 2H-indazolo[2,1-b]phthalazinetrione, and benzo[4,5]imidazo[1,2-a]pyrimidine derivatives by three-component reaction, with phosphoric acid supported on alumina as catalyst, is described. Noticeable features of the method are that it is solvent-free, work-up is easy, yields are excellent, and the catalyst is reusable.

  合成2,3-二氢喹唑啉-4（1 H）-one，2 H-吲唑并[ 2,1 - b ]邻苯二氮杂三酮和苯并[4,5]咪唑并[1,2- a ]的环保方法描述了三组分反应的嘧啶衍生物，其中磷酸负载在氧化铝上作为催化剂。该方法的显着特征是无溶剂，后处理容易，产率极好并且催化剂可重复使用。
• Zr(HSO₄)₄: An Efficient Catalyst for the Synthesis of 3-(2'- Benzothiazolyl)-2,3-dihydroquinazolin- 4(1<i>H</i>)-ones
  作者：Liqiang Wu

  DOI：10.1155/2012/515029

  日期：——

  A simple and efficient synthesis of 3-(2'-benzothiazolyl)-2,3-dihydro quinazolin-4(1H)- ones has been accomplished by the one-pot condensation of isatoic anhydride, aldehyde and 2-aminobenzothiazole under solvent-free conditions in the presence of Zr(HSO₄)₄.

  已经成功合成了3-(2'-苯并噻唑基)-2,3-二氢喹唑啉-4(1H)-酮，方法是在无溶剂条件下，通过异噻唑酸酐、醛和2-氨基苯并噻唑在Zr(HSO₄)₄存在下的一锅法缩合。
• Synthesis of a novel class of 3-(2′-benzothiazolyl)-2,3-dihydroquinazolin-4(1<i>H</i>)-ones under solvent-free and catalyst-free conditions
  作者：Ahmad Shaabani、Abbas Rahmati、Jafar Moghimirad

  DOI：10.1002/jhet.5570450612

  日期：2008.11

  A solvent- and catalyst-free one-pot three-component condensation reaction approach was developed for the synthesis of a new class of 3-(2′-benzothiazolyl)-2,3-dihydroquinazolin-4(1H)-ones in relatively good yields.

  开发了一种无溶剂和无催化剂的一锅式三组分缩合反应方法，用于在相对较快的范围内合成新型的3-（2'-苯并噻唑基）-2,3-二氢喹唑啉-4（1 H）-酮。良品率高。
• One-pot synthesis of 1-(benzothiazolylamino)aryl methyl-2-naphthols and 3-benzothiazolyl 2,3-dihydroquinazolinones using a magnetically recoverable core–shell nanocomposite as catalyst
  作者：Yousef Mardani、Zahed Karimi-Jaberi、Mohammad Jaafar Soltanian Fard

  DOI：10.1515/znb-2021-0010

  日期：——

  Nano-magnetite-supported sulfated polyethylene glycol (Fe₃O₄@PEG-SO₃H) was prepared, characterized and utilized as a magnetically recoverable heterogeneous catalyst for the one-pot, three-component reaction of 2-aminobenzothiazole, aldehydes and 2-naphthol/isatoic anhydride resulting in efficient formation of 1-(benzothiazolylamino)arylmethyl-2-naphthol or dihydroquinazolinones derivatives. The significant features of this method include green conditions, operational simplicity, minimizing production of chemical waste, shorter reaction times and good to high yields. In addition, the nanocatalyst can easily be separated from the reaction mixture by application of a magnetic field and reused without significant deterioration in its catalytic activity.

  标题：摘要 纳米磁铁矿物负载磺酸聚乙二醇（Fe3O4@PEG-SO3H）已经制备、表征并用作可磁回收的异相催化剂，用于2-氨基苯并噻唑、醛类和2-萘酚/异安酸酐的一锅法三组分反应，从而高效形成1-(苯并噻唑基氨基)芳基甲基-2-萘酚或二氢喹唑啉衍生物。该方法的显著特点包括绿色条件、操作简便、最小化化学废物的产生、较短的反应时间和良好至高产率。此外，纳米催化剂可以通过施加磁场轻松地从反应混合物中分离出来，并在不显著降低其催化活性的情况下进行重复使用。