(m-methylphenyl)ethanone semicarbazone | 120445-90-1

• 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: (m-methylphenyl)ethanone semicarbazone
• 英文别名: 1-m-tolyl-ethanone semicarbazone；1-m-Tolyl-aethanon-semicarbazon；[1-(3-Methylphenyl)ethylideneamino]urea
• CAS: 120445-90-1
• 化学式: C₁₀H₁₃N₃O
• 分子量: 191.233
• InChiKey: UUBKAAAVTFGQEB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  67.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (m-methylphenyl)ethanone semicarbazone 在 sodium acetate 作用下， 以 甲醇 、 丙酮 为溶剂， 生成
  参考文献：
  名称：

  Cylometallated semicarbazone complexes of palladium(II). Crystal and molecular structure of [{Pd[C6H4C(Et)NN(H)C(O)NH2]}2(μ-Ph2P(CH2)3PPh2)][ClO4]2

  摘要：

  Treatment of the semicarbazones 4-MeC6H4C(Me)=NN(H)C(=O)NH2 a, 3,4-Me2C6H3C(Me)=NN(H)C(=O)NH2 b and C6H5C(Et)=NN(H)C(=O)NH2 c, gave the [C,N,O] cyclometallated compounds [Pd{4-MeC6H3C(Me)=NN(H)C(=O)NH2}(Cl)] 1a, [Pd{3,4-Me2C6H2C(Me)=NN(H)C(=O)NH2}(Cl)] 1b and [Pd{C6H4C(Et)=NN(H)C(=O)NH2}(Cl)] 1c, after C-H activation. Treatment of compounds 1a, 1b, and 1c with silver perchlorate followed by treatment with tertiary diphosphine ligands gave the dinuclear [C,N,O] cyclometallated compounds [{Pd[4-MeC6H3C(Me)=NN(H)C(=O)NH2]}(2)(mu-L)][ClO4](2) 2a-7a, [{Pd[3,4-Me2C6H2C(Me)=NN(H)C(=O)NH2]}(2)(mu-L)][ClO4](2) 2b-7b, [{Pd[C6H4C(Et)=NN(H)C(=O)NH2]}(2)(mu-L)][ClO4](2) 2c-7c, [L = Ph2P(CH2)(4)PPh2 (dppb), Ph2P(CH2)(3)PPh2 (dppp), Ph2P(CH2)(2)PPh2 (dppe), trans-Ph2PCH=CHPPh2 (trans-dppe), Ph2PC(=CH2)PPh2 (vdpp) and Ph2PCH2PPh2 (dppm)] as 1:2 electrolytes. Reaction of 1a and 1c with diphosphines gave the dinuclear [C,N] cyclometallated compounds [{Pd[4-MeC6H3C(Me)=NN(H)C(=O)NH2](Cl)}(2)(mu-L)] 8a, 9a, [{Pd[C6H4C(Et)=NN-(H)C(=O)NH2](Cl)}(2)(mu-L)] 8c, 9c, [L = Ph2P(CH2)(3)PPh2 (dppp) and Ph2P(CH2)(4)PPh2 (dppb)]. The complexes were characterised by their elemental analysis (C,H,N) and by IR and P-31{H-1} and H-1-NMR data, and [{Pd[C6H4C(Et)=NN(H)C(=O)NH2]}(2)(mu-Ph2P(CH2)(3)PPh2)][ClO4](2) (3c) was characterised crystallographically. (C) 1998 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-328x(97)00668-2
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 生成 (m-methylphenyl)ethanone semicarbazone
  参考文献：
  名称：

  Lock; Schreckeneder, Chemische Berichte, 1939, vol. 72, p. 511,515

  摘要：

  DOI：

文献信息

• Synthesis of 3-Substituted Arylpyrazole-4-carboxylic Acids
  作者：A. V. Lebedev、A. B. Lebedeva、V. D. Sheludyakov、E. A. Kovaleva、O. L. Ustinova、I. B. Kozhevnikov

  DOI：10.1007/s11176-005-0318-7

  日期：2005.5

  3-aryl-substituted pyrazole-4-carboxylic acids, involving Vilsmeier formylation of semicarbazones of 26 available mono- and disubstituted acetophenones and 2-acetylthiophene followed by oxidation of the resulting 3-aryl-substituted pyrazole-4-carboxaldehydes under the action of potassium permanganate. The mechanism of the formylation reaction is discussed. The method successfully works even with acetophenones

  提出了一种制备以前未知的3-芳基取代的吡唑-4-羧酸的方法，该方法包括将26种可用的单和双取代的苯乙酮和2-乙酰基噻吩的半咔唑的Vilsmeier甲酰化，然后氧化所得的3-芳基取代的吡唑-。 4-羧醛在高锰酸钾的作用下。讨论了甲酰化反应的机理。该方法即使对含有烷基取代基的苯乙酮也能成功地起作用。在后一种情况下，使用另外的步骤，该步骤涉及分离吡唑-4-羧酸作为其甲硅烷基酯。
• Eisenlohr; Schulz, Chemische Berichte, 1924, vol. 57, p. 1819
  作者：Eisenlohr、Schulz

  DOI：——

  日期：——
• Gilman; Nelson, Recueil des Travaux Chimiques des Pays-Bas, 1936, vol. 55, p. 518,528, 529
  作者：Gilman、Nelson

  DOI：——

  日期：——
• Pizzo, Chiara; Faral-Tello, Paula; Yaluff, Gloria, European Journal of Medicinal Chemistry, 2016, vol. 109, p. 107 - 113
  作者：Pizzo, Chiara、Faral-Tello, Paula、Yaluff, Gloria、Serna, Elva、Torres, Susana、Vera, Ninfa、Saiz, Cecilia、Robello, Carlos、Mahler, Graciela

  DOI：——

  日期：——
• Lock; Schreckeneder, Chemische Berichte, 1939, vol. 72, p. 511,515
  作者：Lock、Schreckeneder

  DOI：——

  日期：——