N-methyl-N'-(2-pyrimidyl)thiocarbamide | 92834-25-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: N-methyl-N'-(2-pyrimidyl)thiocarbamide
• 英文别名: N-(pyrimidin-2-yl)-N'-methylthiourea；N-(2-pyrimidyl)-N'-methylthiourea；N-Methyl-N'-pyrimidin-2-ylthiourea；1-methyl-3-pyrimidin-2-ylthiourea
• CAS: 92834-25-8
• 化学式: C₆H₈N₄S
• 分子量: 168.222
• InChiKey: SVEORCZAONSPIU-UHFFFAOYSA-N

物化性质

• 熔点：
  86 °C(Solv: ethanol (64-17-5))
• 沸点：
  300.7±25.0 °C(Predicted)
• 密度：
  1.338±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  81.9
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-methyl-N'-(2-pyrimidyl)thiocarbamide 、 copper(I) bromide 以 乙腈 为溶剂， 以78.5%的产率得到CuBr(N-(2-pyrimidyl)-N'-methylthiourea)
  参考文献：
  名称：

  Copper(I) complexes of heterocyclic thiourea ligands

  摘要：

  The coordination of heterocyclic thiourea ligands (L = N-(2-pyridyl)-N'-phenylthiourea (1), N-(2-pyridyl)-N'-methylthiourea (2), N-(3-pyridyl)-N'-phenylthiourea (3), N-(3-pyridyl)-N'-methylthiourea (4), N-(4-pyridyl)-N'-phenylthiourea (5), N-(2-pyrimidyl)-N'-phenylthiourea (6), N-(2-pyrimidyl)-N'-methylthiourea (7), N-(2-thiazolyl)-N'-methylthiourea (8), N-(2-benzothiazolyl)-N'-methylthiourea (9), N,N'-bis(2-pyridyl)thiourea (10) and N,N'-bis(3-pyridyl)thiourea (11)) with CuX (X = Cl, Br, I, NO3) has been investigated. CuX:L product stoichiometries of 1:1-1:5 were found, with 1:1 being most common. X-ray structures of four 3-coordinate mononuclear CuXL2 complexes (CuCl(6)(2), CuCl(7)(2), CuBr(6)(2), and CuBr(9)(2)) are reported. In contrast, CuBr(1)(2) is a 1D sulfur-bridged polymer. CuIL structures (L = 7, 8) are 1D chains with corner-sharing Cu-2(mu-I)(2) and Cu-2(mu-S)(2) units, and CuCl(10) is a 2D network having mu-Cl and N-/S-bridging L. Two [CuL2]NO3 structures are reported: a mononuclear 4-coordinate copper complex with chelating ligands (L = 10) and a 1D link-chain with N-/S-bridging L (L = 3). Two ligand oxidative cyclizations were encountered during crystallization. CuI crystallized with 6 to produce zigzag ladder polymer [(CuI)(2)(12)]center dot 1/2CH(3)CN (12=N-(pyrimidin-2-yl)benzo[d]thiazol-2-amine) and CuNO3 crystallized with 10 to form [Cu-2(NO3)(13)(2)(MeCN)]NO3 (13 = dipyridyltetraazathiapentalene). (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2009.08.023
• 作为产物：
  描述：

  1,3,5-三嗪-2,4,6-三胺,N,N'''-1,2-乙二基二[N-[3-[[4,6-二[丁基(2,2,6,6-四甲基-4-哌啶基)氨基]-1,3,5-三嗪-2-基]氨基]丙基]-N,N''-二丁基-N,N''-二(2,2,6,6-四甲基-4-哌啶基)- 、 异硫氰酸甲酯 在 吡啶 作用下， 以76.9%的产率得到N-methyl-N'-(2-pyrimidyl)thiocarbamide
  参考文献：
  名称：

  杂环硫脲中的氢键网络

  摘要：

  摘要描述了杂环胺与异硫氰酸苯酯或甲基异硫氰酸酯或 CS2 合成杂环硫脲。报告了七种新的 X 射线晶体结构：在 N-(3-吡啶基)-N'-苯基硫脲 (Pna21, a = 10.1453(3), b = 17.6183(5), c = 6.4787(2), V = 1158.02) (6), Z = 4) 氢键导致形成由螺旋组成的 3D 网络，螺旋形成平行于 c 轴的通道。在 N-(4-吡啶基)-N'-苯基硫脲 (P21/c, a = 16.9314(3), b = 10.3554(2), c = 13.5152(3), β = 106.5080(10), V = 2271.96( 8), Z = 4, 两个独立的分子) 氢键导致 N–H…S 桥接二聚体和 N–H…Py 链，形成二维片状网络。在 N-(2-嘧啶基)-N'-苯基硫脲 (P21/c, a = 5.45900(10), b = 13

  DOI：

  10.1007/s10870-007-9246-1

文献信息

• Mittal; Kumar; Taneja, Journal of the Indian Chemical Society, 1988, vol. 65, # 5, p. 382 - 384
  作者：Mittal、Kumar、Taneja

  DOI：——

  日期：——
• Conformation of some N,N′-arylalkyl thioureas by 1H-NMR and infrared spectral analysis
  作者：L.V. Sudha、D.N. Sathyanarayana

  DOI：10.1016/0584-8539(84)80099-9

  日期：1984.1
• MITTAL, P. S.;KUMAR, NARINDER;TANEJA, A. D., J. INDIAN CHEM. SOC., 65,(1988) N 5, 382-384
  作者：MITTAL, P. S.、KUMAR, NARINDER、TANEJA, A. D.

  DOI：——

  日期：——