4-methylsulfanyl-benzimidic acid ethyl ester | 57870-31-2

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 4-methylsulfanyl-benzimidic acid ethyl ester
• 英文别名: 4-Methylmercapto-benzimidsaeure-aethylester；4-Methylmercapto-benzoesaeure-(aethylester-imin)；Ethyl 4-methylsulfanylbenzenecarboximidate
• CAS: 57870-31-2
• 化学式: C₁₀H₁₃NOS
• 分子量: 195.285
• InChiKey: KBPKIDLMSXWIFB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  58.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(dimethyl(oxo)-λ⁶-sulfaneylidene)- 1-phenylethan-1-one 、 4-methylsulfanyl-benzimidic acid ethyl ester 在 silver hexafluoroantimonate 、 dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer 、 copper diacetate 、 sodium acetate 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 12.0h， 以76%的产率得到5-(methylthio)-2,8-diphenylpyrano[4,3,2-ij]isoquinoline
  参考文献：
  名称：

  Rhodium-Catalyzed Relay Carbenoid Functionalization of Aromatic C–H Bonds toward Fused Heteroarenes

  摘要：

  A rhodium-catalyzed annulation between ethyl benzimidates and alpha- aroyl sulfur ylides was developed, affording a series of pyrano[4,3,2-ij]isoquinoline derivatives in moderate to good yields with good functional group compatibility. The procedure featured dual ortho-C-H functionalization and dual cyclization in one pot. The optoelectronic properties of those fused heteroarenes were tested by UV/vis and fluorescence spectrometers.

  DOI：

  10.1021/acs.orglett.8b00119
• 作为产物：
  描述：

  4-氨基茴香硫醚 在 盐酸 、 乙醚 、 copper(II) sulfate 、 sodium nitrite 作用下， 生成 4-methylsulfanyl-benzimidic acid ethyl ester
  参考文献：
  名称：

  Buu-Hoi; Lecocq, Bulletin de la Societe Chimique de France, 1946, p. 139,142

  摘要：

  DOI：

文献信息

• Solid-phase synthesis of 1-substituted 4,5-dihydro-1,2,4-triazin-6-ones
  作者：Blanca Martı́nez-Teipel、Enrique Michelotti、Martha J Kelly、Damian G Weaver、Francis Acholla、Kebede Beshah、Jordi Teixidó

  DOI：10.1016/s0040-4039(01)01095-4

  日期：2001.9

  The solid-phase synthesis of 1-substituted 4,5-dihydro-1,2,4-triazin-6-ones from imidate esters and substituted hydrazines is reported. The synthesis starts with the reaction of imidic esters with polymer-bound glycine to form the imidate esters. A rehearsal library of 59 compounds was synthesized.

  据报道由亚氨酸酯和取代的肼固相合成1-取代的4，5-二氢-1，2，4-三嗪-6-酮。合成开始于亚胺酸酯与聚合物结合的甘氨酸反应形成亚氨酸酯。合成了59种化合物的排练库。
• 170. Chemotherapeutic agents of the sulphone type. Part II. Sulphones related to benzamidine and benzylamine
  作者：A. T. Fuller、I. M. Tonkin、James Walker

  DOI：10.1039/jr9450000633

  日期：——
• Rhodium-Catalyzed Relay Carbenoid Functionalization of Aromatic C–H Bonds toward Fused Heteroarenes
  作者：Xiaopeng Wu、Hao Xiong、Song Sun、Jiang Cheng

  DOI：10.1021/acs.orglett.8b00119

  日期：2018.3.2

  A rhodium-catalyzed annulation between ethyl benzimidates and alpha- aroyl sulfur ylides was developed, affording a series of pyrano[4,3,2-ij]isoquinoline derivatives in moderate to good yields with good functional group compatibility. The procedure featured dual ortho-C-H functionalization and dual cyclization in one pot. The optoelectronic properties of those fused heteroarenes were tested by UV/vis and fluorescence spectrometers.
• Buu-Hoi; Lecocq, Bulletin de la Societe Chimique de France, 1946, p. 139,142
  作者：Buu-Hoi、Lecocq

  DOI：——

  日期：——