1-(4-bromo-phenyl)-3-cyclohexyl-thiourea | 39007-00-6

• 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-(4-bromo-phenyl)-3-cyclohexyl-thiourea
• 英文别名: 1-Cyclohexyl-3-(4-bromphenyl)-thioharnstoff；1-(4-Bromophenyl)-3-cyclohexylthiourea
• CAS: 39007-00-6
• 化学式: C₁₃H₁₇BrN₂S
• mdl: MFCD02026580
• 分子量: 313.261
• InChiKey: ILMQCIQWYBOPLV-UHFFFAOYSA-N

物化性质

• 熔点：
  183 °C
• 沸点：
  387.2±44.0 °C(Predicted)
• 密度：
  1.42±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.461
• 拓扑面积：
  56.2
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-(4-bromo-phenyl)-3-cyclohexyl-thiourea 、 lead(II) acetate trihydrate 在 三乙胺 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以70%的产率得到N-(4-bromophenyl)-N-(cyclohexylcarbamoyl)acetamide
  参考文献：
  名称：

  Oxidative desulfurization of disubstituted thioureas using Pb(II) salts and investigation of pK_a-dependent regioselective N-acylation

  摘要：

  A highly efficient method for the N-acylation of both symmetrical and unsymmetrical thioureas by the use of lead (II) salts and triethylamine has been achieved. The reaction gives regioselective N-acylated product for unsymmetrical thiourea. For unsymmetrical thiuourea, regioselective N-acylation takes place towards the amine having lower pKa. A linear correlation between the pKas of the amines and the regioselective N-acylation is found. Another attractive feature of this transformation is that lead sulfide, which is important to material science, is obtained as a side product (nanocubes of 20nm).

  DOI：

  10.1080/17415990903295686
• 作为产物：
  描述：

  环己基异硫氰酸脂 、 4-溴苯胺 以99%的产率得到
  参考文献：
  名称：

  VASILEV, GEORGI NIKOLOV;VASILEV, NIKOLAJ GEORGIEV

  摘要：

  DOI：

文献信息

• Tandem synthesis of [1,2,4]-triazoles mediated by iodine—a regioselective approach
  作者：Srimanta Guin、Saroj Kumar Rout、Nilufa Khatun、Tuhin Ghosh、Bhisma K. Patel

  DOI：10.1016/j.tet.2012.04.042

  日期：2012.6

  A tandem regioselective one-pot synthesis of 3-amino-[1,2,4]-triazoles has been achieved from 1,3-disubstituted thioureas using molecular iodine. In this one-pot strategy, the intermediate carbodiimide generated in situ from thiourea upon reaction with HCONHNH2 gives diaryl/alkylhydrazinecarboximidamide or acylureidrazone, which then undergoes an intramolecular cyclodehydration to afford the corresponding 3-amino-[1,2,4]-triazole. The product regioselectivity for unsymmetrical 1,3-disubstituted thioureas correlate well with the pK(a)s of the parent amines attached, in which the amine having higher pK(a) goes to the ring nitrogen while the other nitrogen remains flanked as an exocyclic nitrogen of the triazole core. This method is milder and environmentally sustainable giving good to excellent yields of the desired products. (C) 2012 Elsevier Ltd. All rights reserved.
• Anticonvulsant and cardiovascular effects of substituted thiazolidones
  作者：S. Nagar、H. H. Singh、J. N. Sinha、Surendra S. Parmar

  DOI：10.1021/jm00260a027

  日期：1973.2
• VASILEV, GEORGI NIKOLOV;VASILEV, NIKOLAJ GEORGIEV
  作者：VASILEV, GEORGI NIKOLOV、VASILEV, NIKOLAJ GEORGIEV

  DOI：——

  日期：——
• PANDEYA, SURENDRA, N.;SRIVASTAVA, VANDANA, KM., ACTA PHARM. JUGOSL., 1984, 34, N 2, 109-115
  作者：PANDEYA, SURENDRA, N.、SRIVASTAVA, VANDANA, KM.

  DOI：——

  日期：——
• Oxidative desulfurization of disubstituted thioureas using Pb(II) salts and investigation of p<i>K</i>_a-dependent regioselective N-acylation
  作者：Harisadhan Ghosh、Soumya Sarkar、Abdur Rezzak Ali、Bhisma K. Patel

  DOI：10.1080/17415990903295686

  日期：2010.2

  A highly efficient method for the N-acylation of both symmetrical and unsymmetrical thioureas by the use of lead (II) salts and triethylamine has been achieved. The reaction gives regioselective N-acylated product for unsymmetrical thiourea. For unsymmetrical thiuourea, regioselective N-acylation takes place towards the amine having lower pKa. A linear correlation between the pKas of the amines and the regioselective N-acylation is found. Another attractive feature of this transformation is that lead sulfide, which is important to material science, is obtained as a side product (nanocubes of 20nm).