1-金刚烷硫代甲酰胺 | 50543-85-6

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫代酰胺
• 中文名称: 1-金刚烷硫代甲酰胺
• 中文别名: 金刚烷-1-硫代甲酰胺,97
• 英文名称: adamantylthioamide
• 英文别名: Adamantane-1-carbothioamide
• CAS: 50543-85-6
• 化学式: C₁₁H₁₇NS
• mdl: MFCD00154807
• 分子量: 195.329
• InChiKey: ONLDDZWBSCSPTI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.909
• 拓扑面积：
  58.1
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 海关编码：
  2930909090

反应信息

• 作为反应物：
  描述：

  1-金刚烷硫代甲酰胺 以 苯 为溶剂， 反应 56.0h， 生成 2-(1-adamantyl)-5-acetyl-6H-1,3-thiazine
  参考文献：
  名称：

  Synthesis of adamantane derivatives. LXVIII. Cycloaddition reactions of 2-(1-adamantyl)-1,3-butadiene and -heterodienes.

  摘要：

  2-(1-金刚烷基)-1,3-丁二烯 (1) 是通过对甲苯磺酸催化的相应烯丙醇5的脱水反应制备的。1与多种二烯亲和物进行的Diels-Alder反应顺利进行，生成了金刚烷取代的六元碳环和杂环化合物。同样地，带有金刚烷的杂二烯的[4+2]环加成反应也得到了一些金刚烷基-嗪类化合物。

  DOI：

  10.1248/cpb.32.1433
• 作为产物：
  描述：

  1-金刚烷甲酰胺 在 劳森试剂 作用下， 以 四氢呋喃 为溶剂， 生成 1-金刚烷硫代甲酰胺
  参考文献：
  名称：

  芳烃促进硫代酰胺的脱氢硫化：获得腈和二芳基硫醚

  摘要：

  提出了芳基促进的硫代酰胺脱氢硫化反应以一锅方式生成腈和二芳基硫醚。芳香族、杂芳香族和脂肪族天然产物以及药物衍生的腈和二芳基硫醚的收率良好至优异。特别是，硒酰胺也是一种合适的底物，并以高产率产生二芳基硒化物和腈。 D-标记实验表明硫代酰胺的质子转移至二芳基硫醚。

  DOI：

  10.1021/acs.orglett.4c02796

文献信息

• One-Pot Synthesis of 5-Hydroxy-4<i>H</i>-1,3-thiazin-4-ones: Structure Revision, Synthesis, and NMR Shift Dependence of Thiasporine A
  作者：Tobias Seitz、Peng Fu、Franz-Lucas Haut、Lutz Adam、Marija Habicht、Dieter Lentz、John B. MacMillan、Mathias Christmann

  DOI：10.1021/acs.orglett.6b01166

  日期：2016.7.1

  arylthioamides with 3-bromopyruvic acid chloride to 5-hydroxy-4H-1,3-thiazin-4-ones has been developed. The initial condensation affords two regioisomeric thiazolinone intermediates in a temperature-dependent manner. The synthesis of the 2-aminophenylthiazinone derivative led to the revision of the previously proposed structure of thiasporine A. Synthesis of the revised structure and NMR analysis revealed that

  已经开发了将芳基硫酰胺与3-溴丙酮酸酰氯环环化成5-羟基-4 H -1,3-噻嗪-4-酮。初始缩合以温度依赖性方式提供两种区域异构的噻唑啉酮中间体。2-氨基苯基噻嗪酮衍生物的合成导致了先前提出的噻菌素A的结构的修饰。修饰的结构的合成和NMR分析表明，噻菌素A已被分离为羧酸盐。
• Adamantyl thioamides
  申请人：Kao Soap Co., Ltd.

  公开号：US03962328A1

  公开（公告）日：1976-06-08

  Adamantyl thioamides having the formula: ##EQU1## in which Ad is adamantyl or alkyl-substituted adamantyl; m is a number of 0 or 1, n is a number of 1 or 2, with the proviso that m is 1, when n is 2; and the aminothiocarbonylmethyl or the aminothiocarbonyl group is bonded to a bridgehead carbon atom of the adamantane ring, are prepared by reacting a nitrile having the formula Ad[(CH.sub.2).sub.m CN].sub.n (II) in which Ad, m and n have the same meaning as above, with hydrogen sulfide in the presence of a catalyst. The compounds possess antiviral activity.

  具有以下式子的金刚烷硫代酰胺：##EQU1## 其中Ad为金刚烷或取代的烷基金刚烷；m为0或1，n为1或2，但当n为2时，m为1；并且氨基硫代氨基甲基或氨基硫代氨基酰基与金刚烷环的桥头碳原子连接。该化合物是通过将具有以下式子的腈Ad[(CH.sub.2).sub.m CN].sub.n (II)（其中Ad，m和n的含义与上述相同）与氢硫化物在催化剂存在下反应制备而成。这些化合物具有抗病毒活性。
• Copper-catalyzed formation of dihydrothiazoles and functionalization through subsequent ene reactions
  作者：David R. Shea、James M. Lanning、Mark J. Ferraro、Joseph M. Fose、Michael W. Fennie

  DOI：10.1016/j.tetlet.2023.154787

  日期：2023.11

  Propargyl thioimidates synthesized from readily-available starting materials are cyclized into non-aromatic dihydrothiazoles with high chemoselectivity using copper (I) iodide as a catalyst. These molecules engage in ene-type reactions with aldehyde, imine, and azo reacting partners with concomitant aromatization. A one-pot tandem hydroamination/ene process has been developed.

  使用碘化亚铜 (I) 作为催化剂，由易于获得的起始原料合成的硫代亚胺炔丙酯环化为具有高化学选择性的非芳香族二氢噻唑。这些分子与醛、亚胺和偶氮反应伙伴进行烯型反应，并伴随芳构化。已经开发出一锅串联加氢胺化/烯工艺。
• Non-toxic corrosion-protection pigments based on manganese
  申请人：——

  公开号：US20040011252A1

  公开（公告）日：2004-01-22

  Corrosion-inhibiting pigments based on manganese are described that contain a trivalent or tetravalent manganese/valence stabilizer complex. An inorganic or organic material is used to stabilize the trivalent or tetravalent manganese ion to form a compound that is sparingly soluble, exhibits low solubility, or is insoluble in water, depending upon the intended usage. Specific stabilizers are chosen to control the release rate of trivalent or tetravalent manganese during exposure to water and to tailor the compatibility of the powder when used as a pigment in a chosen binder system. Stabilizers may also modify the processing and handling characteristics of the formed powders. Manganese/valence stabilizer combinations are chosen based on the well-founded principles of manganese coordination chemistry. Many manganese-valence stabilizer combinations are presented that can equal the performance of conventional hexavalent chromium or tetravalent lead systems. It is emphasized that this abstract is provided to comply with the rules requiring an abstract which will allow a searcher or other reader to quickly ascertain the subject matter of the technical disclosure. It is submitted with the understanding that it will not be used to interpret or limit the scope or meaning of the claims.

  以锰为基础的缓蚀颜料含有三价或四价锰/价稳定剂复合物。一种无机或有机材料可用于稳定三价或四价锰离子，从而形成一种可少量溶解、溶解度低或不溶于水的化合物，具体取决于预期用途。选择特定的稳定剂是为了控制三价锰或四价锰在遇水时的释放率，并调整粉末在所选粘合剂体系中用作颜料时的相容性。稳定剂还可以改变成型粉末的加工和处理特性。锰/价稳定剂组合的选择是基于锰配位化学的基本原理。文中介绍了许多锰价稳定剂组合，其性能与传统的六价铬或四价铅体系相当。需要强调的是，提供本摘要是为了符合要求提供摘要的规则，以便检索者或其他读者快速确定技术公开的主题。提交本摘要的前提是，本摘要不用于解释或限制权利要求的范围或含义。
• Non-toxic corrosion-protection pigments based on rare earth elements
  申请人：——

  公开号：US20040104377A1

  公开（公告）日：2004-06-03

  A corrosion-inhibiting pigment comprising a rare earth element and a valence stabilizer combinded to form a rare earth/valence stabilizer complex. The rare earth element is selected from cerium, terbium, praseodymium, or a combination thereof, and at least one rare earth element is in the tetravalent oxidation state. An inorganic or organic material is used to stabilize the tetravalent rare earth ion to form a compound that is sparingly soluble in water. Specific stabilizers are chosen to control the release rate of tetravalent cerium, terbium, or praseodymium during exposure to water and to tailor the compatibility of the powder when used as a pigment in a chosen binder system. Stabilizers may also modify the processing and handling characteristics of the formed powders. Many rare earth-valence stabilizer combinations are presented that can equal the performance of conventional hexavalent chromium systems.

  一种缓蚀颜料，由稀土元素和价态稳定剂结合形成稀土/价态稳定剂复合物。稀土元素选自铈、铽、镨或它们的组合，至少有一种稀土元素处于四价氧化态。使用无机或有机材料来稳定四价稀土离子，以形成稀溶于水的化合物。选择特定的稳定剂是为了控制四价铈、铽或镨在遇水时的释放率，并调整粉末在所选粘合剂体系中用作颜料时的相容性。稳定剂还可以改变成型粉末的加工和处理特性。本文介绍了许多稀土-价稳定剂组合，其性能可与传统的六价铬体系媲美。