2-benzoyl-3-methylamino-5-phenylthiophene | 50609-80-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-benzoyl-3-methylamino-5-phenylthiophene
• 英文别名: (3-methylamino-5-phenyl-thiophen-2-yl)-phenyl-methanone；[3-(Methylamino)-5-phenylthiophen-2-yl]-phenylmethanone
• CAS: 50609-80-8
• 化学式: C₁₈H₁₅NOS
• 分子量: 293.389
• InChiKey: KKSQYYUUQLUBOO-UHFFFAOYSA-N

物化性质

• 沸点：
  514.2±50.0 °C(Predicted)
• 密度：
  1.213±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  57.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  苯甲酰三氟丙酮 、 (E)-3-methylamino-3-methylthio-1-phenylprop-2-ene-1-thione 在 mercury(II) diacetate 作用下， 以 二氯甲烷 为溶剂， 以47%的产率得到2-benzoyl-3-methylamino-5-phenylthiophene
  参考文献：
  名称：

  ThioaroylketeneS,N-Acetals: Versatile Intermediates for the Synthesis of 3-Alkylamino-5-Arylthiophenes with a Variety of Functional Group at C-2

  摘要：

  DOI：

  10.1080/10426509908546487

文献信息

• Rhodium(<scp>ii</scp>)-mediated reactions of thiobenzoylketene S,N-acetals with α-diazo carbonyl compounds: synthesis of 2-substituted 3-alkylamino-5-phenylthiophenes
  作者：Hyun Min Song、Kyongtae Kim

  DOI：10.1039/b203931a

  日期：——

  Treatment of 3-methylamino-3-methylsulfanyl-1-phenylpropenethione 1 with excess (2.5 equiv.) α-diazo carbonyl compounds such as α-diazoketones and α-diazoesters in the presence of a catalytic amount of Rh(II) acetate in CH2Cl2 at rt gave 2-acyl- or 2-aroyl-3-methylamino-5-phenylthiophenes and alkyl 3-methylamino-5-phenylthiophene-2-carboxylates, respectively, as major products along with 1-phenyl-2-methylsulfanylethanones. The formation of the major products indicates that the carbenes or carbenoids generated interact initially with the thione sulfur of 1.

  3-甲基氨基-3-甲基硫醇-1-苯基丙烯硫酮1与多量（2.5倍当量）α-二氮烯羰基化合物（如α-二氮酮和α-二氮酯）在常温下的二氯甲烷中，存在催化量的铑(II)醋酸盐反应，主要生成2-酰基或2-芳酰基-3-甲基氨基-5-苯基噻吩和烷基3-甲基氨基-5-苯基噻吩-2-羧酸酯，以及1-苯基-2-甲基硫基乙酮。主要产品的形成表明，生成的卡宾或卡宾类化合物最初与1的硫酮硫发生相互作用。
• Reactions of Thioaroylketene <i>S,N</i>-Acetals with 1,3-Dicarbonyl Compounds in the Presence of Mercury(II) Acetate:  A General Route to 2-Acyl- and 2-Aroyl-3-(alkylamino)-5- arylthiophenes and 2-(Ethoxycarbonyl)-3- (methylamino)-5-arylthiophenes
  作者：Bo Sung Kim、Kyung Seok Choi、Kyongtae Kim

  DOI：10.1021/jo981043p

  日期：1998.9.1
• Novel synthesis of 3-alkyl-2,5-diaryl-1,4-oxathiepin-7-ones
  作者：Bo Sung Kim、Kyongtae Kim

  DOI：10.1016/s0040-4039(01)00807-3

  日期：2001.7

  N-Acetyl-N-methyl-3-alyl-3-[1-(aroyl)ethylthio]-2-propaneamides, prepared from thioaroylketene S,N-acetals, Hg(OAc)(2) and silyl enol ethers of aryl-1-propanones in CH2CL2 at rt, reacted with NaH in THF to give the title compounds in excellent yields. (C) 2001 Elsevier Science Ltd. All rights reserved.