3-(3-bromopropyl)benzothiazolium bromide

• 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: 3-(3-bromopropyl)benzothiazolium bromide
• 英文别名: 3-(3-Bromopropyl)-1,3-benzothiazol-3-ium;bromide
• 化学式: Br*C₁₀H₁₁BrNS
• 分子量: 337.078
• InChiKey: ADWWRRMQCDVGJF-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.02
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  32.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(3-bromopropyl)benzothiazolium bromide 在 potassium tert-butylate 、 sulfur 作用下， 以 乙腈 为溶剂， 反应 14.0h， 以71%的产率得到3,4-dihydro-2H-benzo[4,5]thiazolo[2,3-b][1,3]thiazinylium; bromide
  参考文献：
  名称：

  [EN] PREPARATION OF CATIONIC AND NEUTRAL FUSED N-HETEROCYCLES WITH OR WITHOUT ADDITIONAL HETEROATOMS
  [FR] PRÉPARATION DE N-HÉTÉROCYCLES FUSIONNÉS CATIONIQUES ET NEUTRES AVEC OU SANS HÉTÉROATOMES SUPPLÉMENTAIRES

  摘要：

  本文揭示了一种制备阳离子融合N-杂环环系统的方法，包括将式(I)化合物与碱和物质FF反应，或仅与碱反应，以得到式(II)化合物，其中符号在此处定义。

  公开号：

  WO2021162633A1
• 作为产物：
  描述：

  苯并噻唑 、 1,3-二溴丙烷 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以38%的产率得到3-(3-bromopropyl)benzothiazolium bromide
  参考文献：
  名称：

  Kucukbay; Cetinkaya; Durmaz, Arzneimittel-Forschung/Drug Research, 1995, vol. 45, # 12, p. 1331 - 1334

  摘要：

  DOI：

文献信息

• [Pt2(μ-SAz)(μ-S)]2+ (SAz = azolium thiolate) dication as an unusual source for quadruply bridging sulfide in [Ag2Pt2(μ-SAz)(μ4-S)]3+
  作者：Jingqiu Li、Fuwei Li、Lip Lin Koh、T. S. Andy Hor

  DOI：10.1039/b917404d

  日期：——

  Functionalisation of the Pt2(μ-S)2} core of [Pt2(μ-S)2(PPh3)4] by imidazolium, benzimidazolium and thiazolium salts results in a series of cationic complexes with mixed-bridging ligands of azolium thiolate and sulfide. The complex [Pt2(μ-S)(μ-SCH2CH2C3H3N2CH3)(PPh3)4][PF6]2 reacts readily with Ag(OTf) (OTf = triflate) to give [Pt2(μ-SAg2CF3SO4H2)(μ-SCH2CH2C3H3N2CH3)(PPh3)4][PF6]3. X-ray crystallographic analysis was carried out on [Pt2(μ-S)(μ-SCH2CH2C3H3N2CH3)(PPh3)4][PF6]2, [Pt2(μ-S)(μ-S(CH2)3C7H5NS)(PPh3)4][PF6]2, [Pt2(μ-S)(μ-SCH2CH2C3H3N2CH3)(dppy)4][PF6]2, [Pt2(μ-S)(μ-SCH2CH2C3H3N2CH3)(dppf)4][PF6]2, [Pt2(μ-SAg2CF3SO4H2)(μ-SCH2CH2C3H3N2CH3)(PPh3)4][PF6]3 and [Pt2(μ-SCH3)(μ-SCH2CH2C3H3N2CH3)(PPh3)4][PF6]3. The complex [Pt2(μ-SAg2CF3SO4H2)(μ-SCH2CH2C3H3N2CH3)(PPh3)4][PF6]3 reveals an unusual quadruply bridging sulfide, whose presence demonstrates an unexpected ability for the unsubstituted sulfide in the [Pt2(SR)(S)] core to capture silver moieties.

  咪唑盐、苯并咪唑盐和噻唑盐对[Pt2(δ-S)2(PPh3)4]的Pt2(¼-S)2}核心进行官能化处理，产生了一系列具有硫代偶氮鎓和硫化物混合桥接配体的阳离子配合物。复合物 [Pt2(δ-S)(δ-S C3H3N2CH3)(PPh3)4][PF6]2很容易与 Ag(OTf)（OTf = 三氟酸盐）发生反应，生成 [Pt2(δ-SAg2CF3SO4H2)(δ-S C3H3N2CH3)(PPh3)4][PF6]3。对[Pt2(δ-S)(δ-S C3H3N2CH3)(PPh3)4][PF6]2、[Pt2(δ-S)(δ-S(CH2)3C7H5NS)(PPh3)4][PF6]2、[Pt2(δ-S)(δ-S C3H3N2CH3)(dppy)4][PF6]2 进行了 X 射线晶体学分析、[Pt2(μ-S)(μ-S C3H3N2CH3)(dppf)4][PF6]2, [Pt2(μ-SAg2CF3SO4H2)(μ-S C3H3N2CH3)(PPh3)4][PF6]3 and [Pt2(μ-SCH3)(μ-S C3H3N2CH3)(PPh3)4][PF6]3.复合物[Pt2(δ-SAg2CF3SO4H2)(δ-S C3H3N2CH3)(PPh3)4][PF6]3揭示了一种不寻常的四桥硫化物，它的存在表明[Pt2(SR)(S)]核心中的未取代硫化物具有意想不到的捕获银分子的能力。
• A convenient quaternization/rearrangement procedure for conversion of thiazoles to medium- and large-sized N,S-heterocycles
  作者：Hans-Juergen Federsel、Gunilla Glasare、Christina Hoegstroem、Jan Wiestl、Barbara Zinko、Christina Oedman

  DOI：10.1021/jo00113a044

  日期：1995.4

  A straightforward, two-step sequence capable of converting simple thiazoles into different sets of ring-expanded N,S-heterocycles of various sizes has been developed. The initial quaternizations of the heterocyclic moieties conducted with alpha,omega-dihaloalkanes (chain lengths from 2 to 8) in a 1:5 stoichiometry, afford the monoquaternary intermediates in isolated yields ranging from 16-71% (benzothiazole series, 9) to 17-93% (thiazole series, 10), respectively. In the subsequent OH-induced rearrangement, an expeditious ring-opening/ring-closure event incorporates the previously attached alkyl side chain in the newly formed hetero ring. Here the yields of benzannelated products 11 lie in the interval from 39 to 82%, while the monocyclic counterparts 12 fall within 11 to 59%, which in an overall perspective makes this methodology preparatively significant for an array of new compounds up to (at least) 12-membered ring sizes.