N-4-methylphenyl isocyanodichloride | 16001-28-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-4-methylphenyl isocyanodichloride
• 英文别名: p-tolyl-carbonimidic acid dichloride；p-tolyl-carboximidoyl chloride；N-Dichlormethylen-p-toluidin；p-Tolyl-carbimidoylchlorid；p-Tolylimidokohlensaeure-dichlorid；Kohlensaeure-dichlorid-p-tolylimid；p-Tolylisocyaniddichlorid；1,1-dichloro-N-(4-methylphenyl)methanimine
• CAS: 16001-28-8
• 化学式: C₈H₇Cl₂N
• 分子量: 188.056
• InChiKey: UVMFLSRTJBTMGY-UHFFFAOYSA-N

物化性质

• 沸点：
  225-226 °C
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  12.4
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-4-methylphenyl isocyanodichloride 在 溶剂黄146 、 苯 作用下， 生成 N,N’-双(对甲苯基)脲
  参考文献：
  名称：

  34.氯对芳基硫代碳酰亚胺的作用和芳基异氰二氯的反应

  摘要：

  DOI：

  10.1039/jr9400000191
• 作为产物：
  描述：

  4-甲苯基异腈 在 氯仿 、 氯 作用下， 生成 N-4-methylphenyl isocyanodichloride
  参考文献：
  名称：

  Nef, Justus Liebigs Annalen der Chemie, 1892, vol. 270, p. 281

  摘要：

  DOI：

文献信息

• Cyclic meso-ionic compounds. Part XII. Synthesis, spectroscopic properties, and chemistry of 1,3,4-oxadiazolium-2-aminides
  作者：W. David Ollis、Christopher A. Ramsden

  DOI：10.1039/p19740000642

  日期：——

  Representatives of a new class of meso-ionic heterocycles which are derivatives (II) of 1,3,4-oxadiazolium-2-aminide have been prepared. Their physical properties and chemical reactions are compared with those of the isomeric derivatives (I) of 1,3,4-triazolium-2-olate.

  已经制备了新的一类中型离子杂环的代表，它们是1,3,4-恶二唑-2-氨基化物的衍生物（II）。将它们的物理性质和化学反应与1,3,4-三唑-2-油酸酯的异构体衍生物（I）进行了比较。
• A convenient synthesis of 3-alkyl-2,3-dihydro-2,4-dioxo-6-phenyl-, 3-alkyl-2,3-dihydro-4-oxo-6-phenyl-2-thioxo-, and 3-alkyl-2-arylimino-2,3-dihydro-4-oxo-6-phenyl-4<i>H</i>-1,3-thiazines
  作者：Sung Hoon Kim、Yong Hoon Ra、Yoon Young Lee、Kyongtae Kim、Joong Hyup Kim

  DOI：10.1002/jhet.5570310611

  日期：1994.11

  the reaction mixture with triethylamine gave 3-alkyl-2,3-dihydro-4-oxo-6-phenyl-2-thioxo- 4, 3-alkyl-2,3-dihydro-2,4-dioxo-6-phenyl-4H-1,3-thiazines 5, respectively in good to excellent yields. Similarly treatment of compounds 3 with N-arylimidoyl dichloride in benzene at room temperature gave 3-alkyl-2-arylimino-2,3-dihydro-4-oxo-6-phenyl-4H-1,3-thiazines 6 in excellent yields. The reactions of compounds

  1-烷基氨基-1-烷基硫-3-苯基丙烯-3-硫酮3与硫光气和光气在甲苯中的反应，然后用三乙胺处理反应混合物，得到3-烷基-2,3-二氢-4-氧代- 6-苯基-2-硫代-4-，3-烷基-2,3-二氢-2,4-二氧代-6-苯基-4 H -1,3-噻嗪5分别具有良好至优异的产率。类似地处理化合物3与Ñ -arylimidoyl在室温下在二氯化苯，得到3-烷基-2-芳基亚氨基-2,3-二氢-4-氧代-6-苯基-4- ħ -1,3-噻嗪6以优良产率。化合物3与草酰氯在甲苯中的反应也得到5 丰产。
• Synthesis of meso-ionic anhydro-2-arylamino-1,3,4-thiadiazolium hydroxides and the rearrangement of meso-ionic 1,3,4-thiadiazoles to meso-ionic 1,3,4-triazoles
  作者：W. D. Ollis、C. A. Ramsden

  DOI：10.1039/c29710001222

  日期：——

  The synthesis of anhydro-2-arylamino-1,3,4-thiadiazolium hydroxides (II), a new class of meso-ionic heterocycle, and two routes for their conversion into anhydro-2-mercapto-1,3,4-triazolium hydroxides (I) are described.

  新型中型离子杂环杂环二氢-2-芳基氨基-1,3,4-噻二唑氢氧化物（II）的合成，以及将其转化为脱水-2-巯基-1,3,4-三唑鎓的两种途径描述了氢氧化物（I）。
• Rao,Y.R., Indian Journal of Chemistry, 1968, vol. 6, p. 287 - 293
  作者：Rao,Y.R.

  DOI：——

  日期：——
• Optimization of Azoles as Anti-Human Immunodeficiency Virus Agents Guided by Free-Energy Calculations
  作者：Jacob G. Zeevaart、Ligong Wang、Vinay V. Thakur、Cheryl S. Leung、Julian Tirado-Rives、Christopher M. Bailey、Robert A. Domaoal、Karen S. Anderson、William L. Jorgensen

  DOI：10.1021/ja8019214

  日期：2008.7.1

  Efficient optimization of an inactive 2-anilinyl-5-benzyloxadiazole core has been guided by free energy perturbation (FEP) calculations to provide potent non-nucleoside inhibitors of human immunodeficiency virus (HIV) reverse transcriptase (NNRTIs). An FEP "chlorine scan" was performed to identify the most promising sites for substitution of aryl hydrogens. This yielded NNRTIs 8 and 10 with activities (EC(50)) of 820 and 310 nM for protection of human T-cells from infection by wild-type HIV-1. FEP calculations for additional substituent modifications and change of the core heterocycle readily led to oxazoles 28 and 29, which were confirmed as highly potent anti-HIV agents with activities in the 10-20 nM range. The designed compounds were also monitored for possession of desirable pharmacological properties by use of additional computational tools. Overall, the trends predicted by the FEP calculations were well borne out by the assay results. FEP-guided lead optimization is confirmed as a valuable tool for molecular design including drug discovery; chlorine scans are particularly attractive since they are both straightforward to perform and highly informative.