2-(p-chlorophenylamino)thiazole | 100585-58-8

• 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: 2-(p-chlorophenylamino)thiazole
• 英文别名: N-(4-chlorophenyl)thiazol-2-amine；(4-chloro-phenyl)-thiazol-2-yl-amine；(4-Chlor-phenyl)-thiazol-2-yl-amin；N-(4-chlorophenyl)-1,3-thiazol-2-amine
• CAS: 100585-58-8
• 化学式: C₉H₇ClN₂S
• mdl: MFCD24390673
• 分子量: 210.687
• InChiKey: DZCHHZPRYALHIU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  53.2
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2934100090

反应信息

• 作为反应物：
  描述：

  2-(p-chlorophenylamino)thiazole 、 2,4,6-三氯苯基马来酸二酯 反应 0.05h， 以90%的产率得到anhydro(8-(p-chlorophenyl)-5-hydroxy-7-oxothiazolo<3,2-a>pyrimidinium hydroxide)
  参考文献：
  名称：

  Mbagwu, Godwin O.; Bass, R. Gerald; Glennon, Richard A., Journal of Heterocyclic Chemistry, 1985, vol. 22, p. 465 - 474

  摘要：

  DOI：
• 作为产物：
  描述：

  2-氯噻唑 、 对氯苯胺 在 对甲苯磺酸 作用下， 以 异丙醇 为溶剂， 反应 48.0h， 以76%的产率得到2-(p-chlorophenylamino)thiazole
  参考文献：
  名称：

  Synthesis of 5-arylated N-arylthiazole-2-amines as potential skeletal muscle cell differentiation promoters

  摘要：

  A series of N-arylthiazole-2-amines was prepared and their biological activity for the promotion of skeletal muscle cell differentiation was investigated, a process of significant importance in muscle regeneration. A versatile new synthetic route towards the target compounds was developed and the substrate scope of this methodology was investigated. Introduction of the 2-aminoaryl substituent was carried out via nucleophilic substitution reactions in excellent yields. Furthermore, the aryl in 5-position was introduced applying a direct arylation reaction, a major improvement compared to reported synthetic routes regarding atom efficiency and sustainability. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.01.123

文献信息

• Cu(<scp>ii</scp>)-catalyzed C–N coupling of 2-aminobenzothiazoles with boronic acids at room temperature
  作者：Sankaran Radhika、Aravind Chandravarkar、Gopinathan Anilkumar

  DOI：10.1039/d3ra02979d

  日期：——

  A Cu(ii)-catalyzed, effective C–N coupling of 2-aminobenzothiazoles with boronic acids in acetonitrile under open vessel chemistry was achieved.

  在开式容器化学反应下，实现了 2-氨基苯并噻唑与硼酸在乙腈中有效的 C-N 偶联。
• Nayak, A.; Misra, S. B., Journal of the Indian Chemical Society, 1986, vol. 63, p. 986 - 988
  作者：Nayak, A.、Misra, S. B.

  DOI：——

  日期：——
• Palladium-Catalyzed N-Arylation of 2-Aminothiazoles
  作者：Meredeth A. McGowan、Jaclyn L. Henderson、Stephen L. Buchwald

  DOI：10.1021/ol300178j

  日期：2012.3.16

  A method for the Pd-catalyzed coupling of 2-aminothiazole derivatives with aryl bromides and triflates is described. Significantly, for this class of nucleophiles, the coupling exhibits a broad substrate scope and proceeds with a reasonable catalyst loading. Furthermore, an interesting effect of acetic acid as an additive is uncovered that facilitates catalyst activation.
• Fernandes; Ganapathi, Proceedings - Indian Academy of Sciences, Section A, 1951, # 33, p. 364,367
  作者：Fernandes、Ganapathi

  DOI：——

  日期：——
• NAYAK, A.;MISRA, S. B., ACTA CIEN. INDICA. CHEM., 15,(1989) N, C. 281-286
  作者：NAYAK, A.、MISRA, S. B.

  DOI：——

  日期：——