6-methyl-2-(m-tolyl)benzo[d]thiazole

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: 6-methyl-2-(m-tolyl)benzo[d]thiazole
• 英文别名: 6-Methyl-2-(3-methylphenyl)-1,3-benzothiazole
• 化学式: C₁₅H₁₃NS
• 分子量: 239.341
• InChiKey: KEOQVILNCSDNOQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  41.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-methyl-2-(m-tolyl)benzo[d]thiazole 在 dipotassium peroxodisulfate 、 十二羰基三钌 、 copper(II) nitrate trihydrate 、 silver trifluoroacetate 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 20.0h， 以92%的产率得到6-methyl-2-(3-methyl-5-nitrophenyl)benzo[d]thiazole
  参考文献：
  名称：

  通过Ru催化的间选择性CH硝化反应合成2-芳基苯并噻唑和2-Arylthiazole衍生物。

  摘要：

  已经开发了Ru催化的2-芳基苯并噻唑和2-芳基噻唑的亚选择性CH硝化反应。可以容忍各种官能团，使用Cu（NO3）2·3H2O作为硝基源，可以提供高至极佳收率的亚硝化产物。硝化作用可以以克为单位进行，并用于合成人类非洲锥虫病的有希望的治疗先导。

  DOI：

  10.1021/acs.joc.9b01194
• 作为产物：
  描述：

  乙烷,三氯氟- 、 3'-甲基苯乙酮 在 1,2,3,4,5,6,7,8-八硫杂环辛烷 、 Glauber's salt 、 碘 、 四丁基碘化铵 、 二甲基亚砜 作用下， 以 氯苯 为溶剂， 反应 48.0h， 以78%的产率得到6-methyl-2-(m-tolyl)benzo[d]thiazole
  参考文献：
  名称：

  Efficient 2-aryl benzothiazole formation from acetophenones, anilines, and elemental sulfur by iodine-catalyzed oxidative C(CO)-C(alkyl) bond cleavage

  摘要：

  A novel and efficient iodine-catalyzed one-pot reaction of aromatic amines, acetophenones, and elemental sulfur for the synthesis of 2-aryl benzothiazoles is described. The process involves sequential C-S and C-N bond formation followed by C(CO)-C bond cleavage from readily accessible starting materials. A wide range of functional groups is tolerated under oxidant and metal-free condition and moderate to good product yields are obtained. (C) 2018 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2018.08.047

文献信息

• Room temperature HFIP/Ag-promoted palladium-catalyzed C–H functionalization of benzothiazole with iodoarenes
  作者：Santosh Kori、Yuvraj Bhujbal、Kamlesh Vadagaonkar、Anant R. Kapdi、Saidurga Prasad Kommyreddy、Santosh J. Gharpure

  DOI：10.1039/d1cc06063e

  日期：——

  A versatile synthetic protocol involving the room temperature direct arylation of benzothiazole with a wide variety of iodoarenes under Ag-promoted Pd-catalyzed conditions in HFIP as the reaction solvent has been presented.

  一种多功能的合成方案，涉及在HFIP作为反应溶剂下，利用Ag促进的Pd催化条件下，将苯并噻唑与多种碘芳烃在室温下直接芳基化的方法。
• Palladium-catalyzed C–H bond functionalization/oxidative acyloxylation of 2-aryl-benzo[d]thiazoles
  作者：Qiuping Ding、Huafang Ji、Ziyi Nie、Qin Yang、Yiyuan Peng

  DOI：10.1016/j.jorganchem.2013.04.026

  日期：2013.9

  A chelation-assisted Pd-catalyzed ortho-acyloxylation reaction of the 2-arylbenzo[d]thiazole is described via sp2 C–H bond activation. A wide substrate scope with good functional group tolerance has been demonstrated, affording mono- or diacyloxylation products in moderate to good yields. This method is an alternative route for the preparation of 2-arylbenzo[d]thiazole derivatives via a C–H activation

  通过sp 2 C–H键活化描述了2-芳基苯并[ d ]噻唑的螯合辅助Pd催化邻位酰氧基化反应。已经证明具有良好的官能团耐受性的广泛的底物范围，以中等至良好的产率提供了单或二酰氧基化产物。该方法是通过CH活化机理制备2-芳基苯并[ d ]噻唑衍生物的另一种方法。
• PARTICLE-DISPERSED POLYIMIDE PRECURSOR SOLUTION, METHOD FOR PRODUCING POROUS POLYIMIDE FILM, AND POROUS POLYIMIDE FILM
  申请人：FUJIFILM Business Innovation Corp.

  公开号：US20220119596A1

  公开（公告）日：2022-04-21

  A particle-dispersed polyimide precursor solution contains a polyimide precursor having a unit represented by the following formula (I), particles, and a solvent, in which the particle-dispersed polyimide precursor solution satisfies both the following conditions (1) and (2), (in the formula (I), A represents a tetravalent organic group, and B represents a divalent organic group represented by any of the following formulas (B1) to (B4)), (in the formulas (B1) to (B4), Ar 1 , Ar 10 , and Ar 11 each independently represent a trivalent aromatic group which may have a substituent, Ar 2 , Ar 4 , Ar 5 , Ar 7 and Ar 8 each independently represent a divalent aromatic group which may have a substituent, Ar 3 and Ar 6 each independently represent a tetravalent aromatic group which may have a substituent or a group represented by the following formula (II), Ar 9 represents a divalent aromatic group which may have a substituent or a group represented by the following formula (III), X 1 to X 7 each independently represent NRa, O, or S, Ra represents a hydrogen atom, an alkyl group which may have a substituent, or an aryl group, and * represents a bonding site with an adjacent linking group), and (in the formulas (II) and (III), Ar 12 and Ar 13 each independently represent a trivalent aromatic group which may have a substituent, Ar 14 and Ar 15 each independently represent a divalent aromatic group which may have a substituent, Y and Z each independently represent O, S, S(═O) 2 , or CRbRc, Rb and Rc each independently represent a hydrogen atom, an alkyl group which may have a substituent, or an aryl group, and * represents a bonding site with an adjacent linking group), Condition (1): a total content of the groups represented by the formulas (B1) to (B4) is 1% by mass or more and 40% by mass or less with respect to a total amount of the polyimide precursor, and Condition (2): a content of the particles is 5% by mass or more and 90% by mass or less with respect to a total content of the polyimide precursor and the particles.
• Synthesis of 2-Arylbenzothiazole and 2-Arylthiazole Derivatives via a Ru-Catalyzed <i>meta</i>-Selective C–H Nitration Reaction
  作者：Deming Liu、Puying Luo、Junying Ge、Zilin Jiang、Yiyuan Peng、Qiuping Ding

  DOI：10.1021/acs.joc.9b01194

  日期：2019.10.18

  A Ru-catalyzed meta-selective C-H nitration of 2-arylbenzothiazoles and 2-arylthiazoles has been developed. A wide range of functional groups are tolerated, providing the meta-nitrated products in good to excellent yields using Cu(NO3)2·3H2O as the nitro source. The nitration could be carried out on a gram scale and used for the synthesis of promising therapeutic leads for human African trypanosomiasis

  已经开发了Ru催化的2-芳基苯并噻唑和2-芳基噻唑的亚选择性CH硝化反应。可以容忍各种官能团，使用Cu（NO3）2·3H2O作为硝基源，可以提供高至极佳收率的亚硝化产物。硝化作用可以以克为单位进行，并用于合成人类非洲锥虫病的有希望的治疗先导。