Dipropyl-trithiocarbonat | 2314-50-3

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫基化合物
• 英文名称: Dipropyl-trithiocarbonat
• 英文别名: Bis(propylsulfanyl)methanethione
• CAS: 2314-50-3
• 化学式: C₇H₁₄S₃
• 分子量: 194.386
• InChiKey: FYYKEXLTJMLKNI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  10
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  82.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Dipropyl-trithiocarbonat 、 (氰甲基)三甲基碘化铵 在 sodium hydride 作用下， 生成 3,3-bis(propylthio)acrylonitrile
  参考文献：
  名称：

  Reaction of Cyanotrimethylammonium Methylid with Dialkyl Trithiocarbonates: A Facile Synthesis of 3,3-Bis[alkylthio]acrylonitriles

  摘要：

  DOI：

  10.1055/s-1984-30794
• 作为产物：
  描述：

  4-甲基苯磺酸丙酯 在 二硫化碳 、 caesium carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 4.0h， 以94%的产率得到Dipropyl-trithiocarbonat
  参考文献：
  名称：

  An efficient, one-pot synthesis of trithiocarbonates from alcoholic tosylates using the Cs2CO3/CS2 system

  摘要：

  A single-step novel protocol for the preparation of symmetrical trithiocarbonates from a corresponding variety of primary, secondary, and tertiary alcoholic tosylates using the Cs2CO3/CS2 system, was developed. This protocol is mild and more efficient than the reported methods.

  DOI：

  10.1007/s00706-008-0956-7

文献信息

• Generation of 1,2-ethanebis(trithiocarbonic acid) dianion from 2,2′-[1,2-ethanediylbis(thio)]- bis-1,3-dithiolane and its reaction with alkyl halides
  作者：Shigeo Tanimoto、Tatuo Oida、Kouhel Hatanaka、Toyonari Sugimoto

  DOI：10.1016/s0040-4039(01)92515-8

  日期：1981.1

  Generation of 1,2-ethanbis(trithiocarbonic acid) dianion from 2,2′-[1,2-ethanediylbis (thio)]bis-1,3-dithiolane and its reaction with alkyl halldes were investigated.

  研究了由2,2'-[1,2-乙二基双（硫代）]双-1,3-二硫杂环戊烷生成1,2-乙双（三硫代碳酸）二价阴离子及其与烷基卤化物的反应。
• An efficient one-pot approach to the synthesis of symmetric trithiocarbonates from carbon disulfide and alkyl halides using imidazole
  作者：Mohammad Soleiman-Beigi、Zahra Taherinia

  DOI：10.1080/17415993.2014.919296

  日期：2014.9.3

  A novel method is reported for the synthesis of symmetric dialkyl and cyclic (5, 6 and 7 member) trithiocarbonates from alkyl halides and carbon disulfide in the presence of imidazole and water in DMSO under mild reaction conditions. Imidazole is used as an inexpensive, non-toxic and readily available catalyst in this procedure. GRAPHICAL ABSTRACT

  报道了一种新方法，用于在温和的反应条件下，在咪唑和水的 DMSO 中，由卤代烷和二硫化碳合成对称的二烷基和环状（5、6 和 7 元）三硫代碳酸酯。在该过程中，咪唑用作廉价、无毒且易于获得的催化剂。图形概要
• Convenient Synthesis of Alkanediyl Bis(alkyl trithiocarbonate)s from Alkanedithiols with Alkyl Halides and Carbon Disulfide in the Presence of Phase-Transfer Catalyst
  作者：Akira Sugawara、Ken Hasegawa、Ken-ichi Suzuki、Yukio Takahashi、Ryu Sato

  DOI：10.1246/bcsj.60.435

  日期：1987.1

  Alkanediyl bis(alkyl trithiocarbonate)s were conveniently synthesized by treating alkanedithiols with alkyl halides and carbon disulfide in the presence of a phase-transfer catalyst.

  在相转移催化剂的存在下，通过用烷基卤化物和二硫化碳处理链烷二硫醇来方便地合成链烷二基双（烷基三硫代碳酸酯）。
• Access to Fully Substituted Thiazoles and 2,3-Dihydrothiazoles via Copper-Catalyzed [4 + 1] Heterocyclization of α-(<i>N</i>-Hydroxy/aryl)imino-β-oxodithioesters with α-Diazocarbonyls
  作者：Abhijeet Srivastava、Gaurav Shukla、Dhananjay Yadav、Maya Shankar Singh

  DOI：10.1021/acs.joc.7b01601

  日期：2017.10.20

  An efficient chemoselective practical route to fully substituted thiazoles and 2,3-dihydrothiazoles has been devised by [4 + 1] heterocyclization of α-(N-hydroxy/aryl)imino-β-oxodithioesters with in situ generated Cu-carbenoids of diazocarbonyls. The α-(N-hydroxy/aryl)imino-β-oxodithioesters are readily accessible by the reaction of β-oxodithioesters with nitrous acid/nitrosoarenes. The overall transformation

  通过将α-（N-羟基/芳基）亚氨基-β-氧代二硫酯与原位生成的重氮羰基Cu-类胡萝卜素进行[4 +1]杂环化，已设计出一种有效的化学选择性实用途径，可完全取代噻唑和2,3-二氢噻唑。通过β-氧代二硫代酯与亚硝酸/亚硝基芳烃的反应可容易地获得α-（N-羟基/芳基）亚氨基-β-氧代二硫代酯。整个转化过程包括依次进行N–O / C–N键断裂，然后在一个反应​​池中形成级联的C–N / C–S键。这种新策略可以完全控制噻唑环不同位置上各种敏感官能团的引入，从而拓宽了获得此类支架的合成方法的范围。
• Diversity-Oriented Synthesis of Substituted Benzo[<i>b</i>]thiophenes and Their Hetero-Fused Analogues through Palladium-Catalyzed Oxidative CH Functionalization/Intramolecular Arylthiolation
  作者：Anand Acharya、S. Vijay Kumar、Hiriyakkanavar Ila

  DOI：10.1002/chem.201501828

  日期：2015.11.16

  benzo[b]thiophenes has been developed through palladium‐catalyzed intramolecular oxidative CH functionalization–arylthiolation of enethiolate salts of α‐aryl‐β‐(het)aryl/alkyl‐β‐mercaptoacrylonitriles/acrylates or acrylophenones. The overall strategy involves a one‐pot, two‐step process in which enethiolate salts [generated in situ through base‐mediated condensation of substituted arylacetonitriles, deoxybenzoins

  到多取代苯并[一种高效，高产量的路线b ]噻吩已经通过钯催化的分子内氧化性C语言开发 H的enethiolate盐的官能-arylthiolation α -芳基- β（杂）芳基/烷基- β -mercaptOAcrylonitriles /丙烯酸酯或丙烯酮。总体策略涉及一站式，两步过程，其中烯硫醇盐[通过取代的芳基乙腈，脱氧苯偶姻或芳基乙酸酯与（杂）芳基（或烷基）二硫代酸酯的碱介导缩合原位生成]进行分子内C反应在乙酸钯（或氯化钯）/​​乙酸铜催化体系和四丁基溴化铵作为添加剂在N，N-二甲基甲酰胺（DMF）中作为溶剂的作用下，进行H官能化-芳基硫醇化反应。在少数情况下，采用相应的烯硫醇作为底物，在两步法中苯并[ b ]噻吩的收率更高。在一些示例中，Pd（OAc）2（或PdCl 2在氧气存在下，发现催化剂比乙酸铜作为再氧化剂更有效，通过避免形成副产物，以提高的收率提供了苯并噻吩。该方法与