1-(3,4-dimethoxyphenyl)-2-thiocyanatoethan-1-one | 19339-61-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(3,4-dimethoxyphenyl)-2-thiocyanatoethan-1-one
• 英文别名: CM302；1-(3,4-dimethoxy-phenyl)-2-thiocyanato-ethanone；1-(3,4-Dimethoxy-phenyl)-2-thiocyanato-aethanon；3.4-Dimethoxy-α-rhodan-acetophenon；2-(3,4-Dimethoxyphenyl)-2-oxoethyl thiocyanate；[2-(3,4-dimethoxyphenyl)-2-oxoethyl] thiocyanate
• CAS: 19339-61-8
• 化学式: C₁₁H₁₁NO₃S
• mdl: MFCD02853089
• 分子量: 237.279
• InChiKey: WAIJFLLFDYMRFP-UHFFFAOYSA-N

物化性质

• 沸点：
  408.3±35.0 °C(Predicted)
• 密度：
  1.230±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.272
• 拓扑面积：
  84.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-(3,4-dimethoxyphenyl)-2-thiocyanatoethan-1-one 在 硫酸 作用下， 以 溶剂黄146 为溶剂， 生成 4-(3,4-dimethoxy-phenyl)-3H-thiazol-2-one
  参考文献：
  名称：

  Studies in Thiazoles. V. Synthesis of Some 2-Chloro- and 2-Hydroxythiazoles

  摘要：

  DOI：

  10.1021/jo01053a059
• 作为产物：
  描述：

  3,4-二甲氧基苯乙酮 在 对甲苯磺酸 、 溶剂黄146 、 silver carbonate 、 potassium iodide 作用下， 以 乙腈 为溶剂， 反应 20.0h， 生成 1-(3,4-dimethoxyphenyl)-2-thiocyanatoethan-1-one
  参考文献：
  名称：

  使用烯醇乙酸酯电化学合成 α-硫氰化/甲氧基化酮

  摘要：

  我们开发了以电化学方式用烯醇乙酸酯合成α-取代酮化合物的方法。通过使用廉价的NH 4 SCN和MeOH作为自由基源，在温和的电解条件下合成了一系列有价值的α-硫氰酸酯/甲氧基酮，收率可接受，且具有多种官能团相容性。此外，放大实验和合成转化揭示了在有机合成中的潜在应用。

  DOI：

  10.1021/acs.joc.3c01417

文献信息

• Ag-Catalyzed Thiocyanofunctionalization of Terminal Alkynes To Access Alkynylthiocyanates and α-Thiocyanoketones
  作者：Jie Yang See、Yu Zhao

  DOI：10.1021/acs.orglett.8b03162

  日期：2018.12.7

  Unprecedented one-pot thiocyanofunctionalizations of terminal alkynes to deliver alkynylthiocyanates and alpha-thiocyanoketones using a silver-catalyzed procedure or under silver/gold relay catalysis is reported. These synthetically valuable organothiocyanates are accessed in high efficiency, and their derivatization into a variety of valuable sulfur-containing heterocycles and sulfides has also been demonstrated.
• NBS or DEAD as effective reagents in α-thiocyanation of enolizable ketones with ammonium thiocyanate
  作者：B.V. Subba Reddy、S. Madhu Sudana Reddy、Ch. Madan

  DOI：10.1016/j.tetlet.2011.01.035

  日期：2011.3

  Ketones possessing a-hydrogen undergo smooth thiocyanation with ammonium thiocyanate in the presence of N-bromosuccinimide (NBS) at room temperature in acetonitrile under neutral conditions to produce the corresponding alpha-ketothiocyanates in excellent yields with high selectivity. The use of NBS makes this procedure simple, convenient and cost effective. In addition, diethyl azodicarboxylate (DEAD) was also found to promote this reaction under mild conditions. (c) 2011 Elsevier Ltd. All rights reserved.
• Thiopegan Derivatives. XXIII. Synthesis of 5H-Thiazolo[3,2-a]quinazolin-5-one and 5H-Thiazolo[2,3-b]quinazolin-5-one Derivatives Containing Phenolic, Alkoxy, and Alkyl Groups
  作者：K. S. Dhami、S. S. Arora、K. S. Narang

  DOI：10.1021/jm00340a027

  日期：1963.7
• INTERFERON-INDUCING COMPOUNDS AND USES THEREOF
  申请人：Shaw Megan

  公开号：US20120308608A1

  公开（公告）日：2012-12-06

  Provided herein are Compounds that induce interferon production and methods for identifying such Compounds. Also provided herein are compositions comprising such Compounds and methods of using such Compounds to treat interferon-sensitive diseases such as viral infections, cancer, and multiple sclerosis.
• COMPOSITIONS OF ALDH1A1 INHIBITORS AND METHODS OF USE IN TREATING CANCER
  申请人：Indiana University Research & Technology Corporation

  公开号：US20150306108A1

  公开（公告）日：2015-10-29

  The present invention provides inhibitors of ALDH1A1 activity which have substantially no effect on either ALDH2 or ALDH3A1. Compositions and methods of use, as well as methods to treat cancer using the ALDH1A1 inhibitors, are also provided.