N-(α-naphthyl)dithiocarbamic acid | 15867-07-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-(α-naphthyl)dithiocarbamic acid
• 英文别名: α-naphthylamine dithiocarbamate；[1]naphthyl-dithiocarbamic acid；α-Naphthyl-dithiocarbamidsaeure；[1]Naphthyl-dithiocarbamidsaeure；Naphthalen-1-ylcarbonimidodithioic acid；naphthalen-1-ylcarbamodithioic acid
• CAS: 15867-07-9
• 化学式: C₁₁H₉NS₂
• mdl: MFCD00021448
• 分子量: 219.331
• InChiKey: XCQAZQYBHOUKMW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  45.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(α-naphthyl)dithiocarbamic acid 在 lead(II) nitrate 作用下， 以 ammonium hydroxide 为溶剂， 生成 1-萘异硫氰酸酯
  参考文献：
  名称：

  1H and13C NMR studies on 3-aryl-2-thioxo-4-oxazolidinones and 3-arylrhodanines

  摘要：

  Abstract3‐Aryl‐2‐thioxo‐4‐oxazolidinones and 3‐arylrhodanines have been studied for magnetic non‐equivalence of diastereotopically related proton and 13C nuclei in rotational isomers, and for steric interactions between the aryl and heterocyclic moieties of these compounds. For the majority of rotational isomers the barriers to internal rotation about the aryl CN bond were >100 kJ mol−1, due to the steric bulk of the thiocarbonyl group. Chemical isolation of several of the diastereomers was achieved. The enhanced steric effect and the difference in the electronic effect of the sulphur atom in relation to the oxygen atom appeared to have no influence on the small chemical shift differences of the rotational isomers, detected for some 1H and some 13C nuclei.

  DOI：

  10.1002/omr.1270210906
• 作为产物：
  描述：

  二硫化碳 、 1-萘胺 在 ammonium hydroxide 作用下， 以 乙醇 、 水 为溶剂， 生成 N-(α-naphthyl)dithiocarbamic acid
  参考文献：
  名称：

  Microwave-Assisted Synthesis of New Steroidal Thiosemicarbazones Derived from methyl 3-Oxocholanate under Solvent-Free Conditions

  摘要：

  在无溶剂条件下，通过微波辐照合成了一系列新型甾体硫代氨基甲酸甲酯。光谱数据证实了这些化合物的结构。与传统方法相比，微波辐照是一种快速而简单的方法。测试了这些化合物对金黄色葡萄球菌、化脓性葡萄球菌和大肠杆菌的抗菌活性。

  DOI：

  10.3184/030823410x12798092457988

文献信息

• Solvent-Free Synthesis of Indole-Based Thiosemicarbazones under Microwave Irradiation
  作者：Lingling Liu、Jie Yang、Zhigang Zhao、Peiyu Shi、Xingli Liu

  DOI：10.3184/030823410x12628833270368

  日期：2010.1

  A rapid, efficient and environmentally friendly methodology has been developed for the synthesis of indole-3-carboxaldehyde thiosemicarbazones by using aluminum oxide as the solid support under microwave assisted solvent-free conditions. Compared with the conventional heating method, this method gave the target products in good yield.

  开发了一种快速、高效且环保的方法，用于在微波辅助无溶剂条件下以氧化铝为固体载体合成吲哚-3-甲醛缩氨基硫脲。与常规加热方法相比，该方法得到的目标产物收率良好。
• Synthesis of Novel Alkoxycarbonyl Thiosemicarbazide Molecular Tweezers derived from Deoxycholic Acid under Microwave Irradiation
  作者：Yu Chen、ZhiGang Zhao、XingLi Liu、ZhiChuan Shi

  DOI：10.3184/030823410x520732

  日期：2010.7

  3α-(1-naphthoyl) deoxycholic acid methyl ester were synthesised under microwave irradiation. Their structures were characterised by 1H NMR, IR, MS spectra and elemental analysis. Their chiral recognition properties for the methyl esters of amino acids were investigated. The preliminary results showed that these molecular tweezers have good enantioselective recognition for D/L-amino acid methyl esters.

  在微波辐射下合成了一系列基于3α-​​(1-萘甲酰基)脱氧胆酸甲酯的新型12α-烷氧基羰基氨基硫脲分子镊子。它们的结构通过1H NMR、IR、MS光谱和元素分析表征。研究了它们对氨基酸甲酯的手性识别特性。初步结果表明，这些分子镊子对D/L-氨基酸甲酯具有良好的对映选择性识别。
• Microwave-Assisted Synthesis and Antibacterial Activity of Novel Chenodeoxycholic Acid Thiosemicarbazone Derivatives
  作者：Liying Qiu、Zhichuan Shi、Qinggang Mei、Zhigang Zhao

  DOI：10.3184/174751911x13129090186347

  日期：2011.8

  A rapid and efficient method for the synthesis of novel chenodeoxycholic acid thiosemicarbazone derivatives under solvent-free conditions using microwave irradiation is reported. Ten novel compounds have been synthesised in good yields. Their structures were elucidated by ¹H NMR, IR, ESI-MS spectra and elemental analysis. Preliminary results showed that some of these compounds possess inhibitory effects against S. typhimurium and E. coli.

  报告了一种在无溶剂条件下利用微波辐照合成新型酚去氧胆酸硫代氨基甲酸脲衍生物的快速高效方法。十种新型化合物的合成收率良好。通过 1H NMR、IR、ESI-MS 光谱和元素分析阐明了它们的结构。初步结果表明，其中一些化合物对鼠伤寒杆菌和大肠杆菌具有抑制作用。
• Heller; Bauer, Journal fur praktische Chemie (Leipzig 1954), 1902, vol. <2>65, p. 378
  作者：Heller、Bauer

  DOI：——

  日期：——
• Synthesis of new hyodeoxycholic acid thiosemicarbazone derivatives under solvent-free conditions using microwave
  作者：Zhi Chuan Shi、Zhi Gang Zhao、Xing Li Liu、Yu Chen

  DOI：10.1016/j.cclet.2010.10.020

  日期：2011.4

  An efficient and simple method for synthesis of new hyodeoxycholic acid thiosemicarbazone derivatives under solvent-free conditions using microwave has been developed. Its main advantages are short reaction times, good conversions and the environmentally friendly nature of the process. The preliminary results indicate that some of these compounds possess inhibitory effects against E. coli. (C) 2010 Zhi Gang Zhao. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.