methyl 2-((2-bromophenyl)thio)acetate

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: methyl 2-((2-bromophenyl)thio)acetate
• 英文别名: Methyl[(2-bromophenyl)sulfanyl]acetate；methyl 2-(2-bromophenyl)sulfanylacetate
• 化学式: C₉H₉BrO₂S
• mdl: MFCD11641703
• 分子量: 261.139
• InChiKey: XMENSJJTONZSIE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 2-((2-bromophenyl)thio)acetate 在 ammonium acetate 作用下， 以 乙醇 为溶剂， 反应 0.58h， 生成 (Ζ)-methyl 3-amino-2-((2-bromophenyl)thio)acrylate
  参考文献：
  名称：

  β-氨基-α,β-不饱和酯的微波辅助合成：快速有效地获得（Z）-甲基3-氨基-2-取代丙烯酸酯

  摘要：

  摘要 我们报告了 β-氨基-α,β-不饱和酯的两步快速有效合成。在整个过程中使用微波辅助合成。以极好的收率和较短的反应时间生产了 17 种 β-氨基-α,β-不饱和酯。研究了加热方法和取代基的影响，特别是苯酚或苯硫酚的邻取代基团。还提出了一个合理的反应机制。

  DOI：

  10.1080/00397911.2021.1923751
• 作为产物：
  描述：

  2-溴硫代苯酚 、 溴乙酸甲酯 在 四丁基碘化铵 、 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以94%的产率得到methyl 2-((2-bromophenyl)thio)acetate
  参考文献：
  名称：

  Direct biocatalysed synthesis of first sulfur-, selenium- and tellurium- containing l-ascorbyl hybrid derivatives with radical trapping and GPx-like properties

  摘要：

  6-O-l-抗坏血酸硒酯、硫酯和碲酯可以通过脂肪酶催化的酯交换反应，高效直接地从l-抗坏血酸和适当官能化的硒酯制备而成。

  DOI：

  10.1039/c9cc02427a

文献信息

• AMIDE COMPOUND
  申请人：Setoh Masaki

  公开号：US20100041891A1

  公开（公告）日：2010-02-18

  A compound having GPR52 agonist activity or a salt thereof is provided. The compound can be provided as a preventive/therapeutic agent for schizophrenia or the like. The compound is represented by the following formula: wherein A represents —CONR a — or —NR a CO—, R a represents a hydrogen atom or the like, B represents a hydrogen atom or the like, a ring Cy1 represents a six-membered aromatic ring which may have one or more substituents in addition to a group represented by -A-B, a ring Cy2 represents a six-membered ring which may be substituted with a halogen atom or the like, a ring Cy3 represents a five- or six-membered ring which may have one or more substituents; X represents C 1-2 alkylene or the like, m represents an integer of 0 to 2, and a ring Cy4 represents a six-membered aromatic ring which may have one or more substituents.

  提供具有GPR52激动剂活性的化合物或其盐。该化合物可作为预防/治疗精神分裂症等疾病的药物。该化合物由以下公式表示： 其中，A代表—CONRa—或—NRaCO—，Ra代表氢原子或类似物，B代表氢原子或类似物，环Cy1代表一个六元芳香环，除了-A-B基团外，还可能有一个或多个取代基，环Cy2代表一个六元环，可以用卤原子或类似物替代，环Cy3代表一个五元或六元环，可能有一个或多个取代基；X代表C1-2烷基或类似物，m代表0到2的整数，环Cy4代表一个六元芳香环，可能有一个或多个取代基。
• Baliah, V.; Gurumurthy, R., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1982, vol. 21, # 3, p. 257 - 258
  作者：Baliah, V.、Gurumurthy, R.

  DOI：——

  日期：——
• A general synthesis of N-substituted 1,4-benzoxazine- and 1,4-benzothiazine-2-carboxylates via copper-catalyzed intramolecular amination of arylbromides
  作者：Ferdinand Melkonyan、Artiom Topolyan、Alexander Karchava、Marina Yurovskaya

  DOI：10.1016/j.tet.2011.06.081

  日期：2011.9

  Starting from ortho-bromosubstituted phenoxyacetates or (phenythio)acetates and primary amines, various N-substituted 4H-1,4-benzoxazine- and 4H-1,4-benzothiazine-2-carboxylates were synthesized in moderate to high yields by using a Cu(I)-catalyzed Ullmann-type cyclization as a key step. The method is simple to operate, tolerates many functional groups and does not require any additives. (C) 2011 Elsevier Ltd. All rights reserved.
• Sulfoxide Reduction/C(sp³)–S Metathesis Cascade in Ionic Liquid
  作者：Chenjing Liu、Dengfeng Chen、Yuanyuan Fu、Fei Wang、Jinyue Luo、Shenlin Huang

  DOI：10.1021/acs.orglett.0c02089

  日期：2020.7.17

  A sulfoxide reduction/C-S bond metathesis cascade between sulfoxides and alkyl bromides has been developed to access high-value sulfides without the use of any catalysts or bases. In this cascade, classical Kornblum oxidation is employed to reduce sulfoxides with alkyl bromides in ionic liquid. This protocol features high functional tolerance, mild conditions, promising scalability, and sustainable solvents.
• Direct biocatalysed synthesis of first sulfur-, selenium- and tellurium- containing <scp>l</scp>-ascorbyl hybrid derivatives with radical trapping and GPx-like properties
  作者：Damiano Tanini、Beatrice Lupori、Gianni Malevolti、Moira Ambrosi、Pierandrea Lo Nostro、Antonella Capperucci

  DOI：10.1039/c9cc02427a

  日期：——

  6-O-l-Ascorbyl selenoesters, thioesters and telluroesters can be efficiently and directly prepared from l-ascorbic acid and suitable functionalised chalcogenoesters through lipase-catalysed transesterification reactions.

  6-O-l-抗坏血酸硒酯、硫酯和碲酯可以通过脂肪酶催化的酯交换反应，高效直接地从l-抗坏血酸和适当官能化的硒酯制备而成。