1-(2-Pyridyl)-3-m-tolylthiourea | 27429-27-2

• 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: 1-(2-Pyridyl)-3-m-tolylthiourea
• 英文别名: N-(2-pyridyl)-N'-m-tolylthiourea；N-(3-Tolyl)-N'-(2'-pyridyl)-thiocarbamid；1-pyridin-2-yl-3-m-tolyl-thiourea；N-[2]Pyridyl-N'-m-tolyl-thioharnstoff；1-(3-Methylphenyl)-3-(2-pyridinyl)thiourea；1-(3-methylphenyl)-3-pyridin-2-ylthiourea
• CAS: 27429-27-2
• 化学式: C₁₃H₁₃N₃S
• 分子量: 243.332
• InChiKey: PQYWQBHBAVCIGA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  69
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(2-Pyridyl)-3-m-tolylthiourea 在 氨 、 mercury(II) oxide 作用下， 生成 N-[2]pyridyl-N'-m-tolyl-guanidine
  参考文献：
  名称：

  Roy; Guha, Journal Of Scientific and Industrial Research, 1950, vol. 9 B, p. 262

  摘要：

  DOI：
• 作为产物：
  描述：

  2-氨基吡啶 以65%的产率得到
  参考文献：
  名称：

  GUPTA R. C.; NATH R.; SHANKER K.; BHARGAVA K. P.; KISHOR K., J. INDIAN CHEM. SOC., 1978, 55, NO 8, 832-834

  摘要：

  DOI：

文献信息

• Hypervalent Iodine Promoted Regioselective Oxidative C-H Functionalization: Synthesis of<i>N</i>-(Pyridin-2-yl)benzo[<i>d</i>]thi­azol-2-amines
  作者：Arumugam Mariappan、Kandasamy Rajaguru、Somi Santharam Roja、Shanmugam Muthusubramanian、Nattamai Bhuvanesh

  DOI：10.1002/ejoc.201501202

  日期：2016.1

  Biologically potent N-(pyridin-2-yl)benzo[d]thiazol-2-amines were conveniently synthesized from simple heteroaryl-thioureas through an oxidative C–S bond formation strategy that employed phenyliodine(III) bis(trifluoroacetate) as the oxidant. This protocol features a metal-free approach, a broad scope of substrates, short reaction times, and a simple product purification procedure.

  通过使用苯基碘（III）双（三氟乙酸盐）作为氧化剂的氧化 C-S 键形成策略，从简单的杂芳基硫脲方便地合成了具有生物活性的 N-（吡啶-2-基）苯并[d]噻唑-2-胺. 该协议具有无金属方法、广泛的底物、较短的反应时间和简单的产品纯化程序。
• Buu-Hoi et al., Journal of the Chemical Society, 1955, p. 1581,1583
  作者：Buu-Hoi et al.

  DOI：——

  日期：——
• Gupta; Nath; Shanker, Journal of the Indian Chemical Society, 1978, vol. 55, # 8, p. 832 - 834
  作者：Gupta、Nath、Shanker、et al.

  DOI：——

  日期：——
• Indukumari, P. V.; Joshua, C. P., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1981, vol. 20, # 8, p. 651 - 653
  作者：Indukumari, P. V.、Joshua, C. P.

  DOI：——

  日期：——
• Structural and spectral studies of N-(2-pyridyl)-N′-tolylthioureas
  作者：Jesús Valdés-Martı́nez、Simón Hernàndez-Ortega、Douglas X. West、Lily J. Ackerman、John K. Swearingen、Anne K. Hermetet

  DOI：10.1016/s0022-2860(98)00746-7

  日期：1999.3

  N-(2-pyridyl)-N'-o-tolylthiourea, monoclinic, P2(1)/c, a=5.127(1), b=19.854(2), c=12.077(2) Angstrom, beta=94.96(1)degrees, V = 1224.7(2) Angstrom(3), Z = 4, mu = 2.177 mm(-1), N-(2-pyridyl)-N'-m-tolylthiourea, triclinic, P - 1, a = 9.811(2), b = 9.887(4), c = 13.595(3) Angstrom, alpha = 74.91(3), beta = 83.58(2), gamma = 76.27(2)degrees, V = 1235.(7) Angstrom, Z = 4, in = 2.469 mm(-1) and N-(2-pyridyl)-N'-p-tolylthiourea, triclinic,P - I,a = 9.935(2), b = 11.488(2), c = 12.569(2) Angstrom, alpha = 63.91(2), beta = 88.60(2), gamma = 75.04(2)degrees, V = 1238.1(2) Angstrom(3), Z = 4, mu = 2.154 mm(-1) all have an intramolecular hydrogen bond between N'H and the pyridyl nitrogen, as well as intermolecular hydrogen bonding between NH and a thione sulfur of a second molecule to form centrosymmetric dimers. Solution H-1 NMR studies (CDCI3) show the N'H resonance considerably downfield for each thiourea and its position, as well as that of NH, are affected by substituents on the phenyl ring. (C) 1999 Elsevier Science B.V. All rights reserved.