3-acetamido-2(1H)-pyridinethione | 53952-46-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 3-acetamido-2(1H)-pyridinethione
• 英文别名: 3-Acetamidopyrid-2-thion；3-acetylamino-1H-pyridine-2-thione；N-(2-sulfanylidene-1H-pyridin-3-yl)acetamide
• CAS: 53952-46-8
• 化学式: C₇H₈N₂OS
• 分子量: 168.219
• InChiKey: LEYJVLORZCHMPG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  73.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-acetamido-2(1H)-pyridinethione 、 1,2-二溴乙烷 生成 8-amino-2,3-dihydro-thiazolo[3,2-a]pyridinylium; bromide
  参考文献：
  名称：

  Hagen,S. et al., Acta chemica Scandinavica. Series B. Organic chemistry and biochemistry, 1974, vol. 28, p. 523 - 527

  摘要：

  DOI：
• 作为产物：
  描述：

  2-methylthiazolo[5,4-b]pyridine 在 水 作用下， 生成 3-acetamido-2(1H)-pyridinethione
  参考文献：
  名称：

  甲基噻唑烷吡啶的水解。3-乙酰氨基-2（1 H）-吡啶硫酮的X射线晶体结构

  摘要：

  2-甲基噻唑并[5，4- b ]吡啶的水解导致噻唑的开环和形成X-射线晶体结构的3-乙酰氨基-2（1H）-吡啶硫酮的形成。

  DOI：

  10.1002/jhet.5570370232

文献信息

• Versatile ligand for palladium-catalyzed meta-C—H functionalizations of aromatic substrates
  申请人：The Scripps Research Institute

  公开号：US10696635B2

  公开（公告）日：2020-06-30

  A class of mono-protected 3-amino-2-hydroxypyridine (MPAHP) ligands that enable the meta-C—H arylation of anilines, phenols, phenylacetic acids, and biologically relevant heterocyclic compounds using norbornene as a transient mediator is disclosed, such as in the formation of a reaction product of Formula IA: The applicability of this meta-arylation methodology in the pharmaceutical industry is illustrated for heteroaryl substrates and heteroaryl iodide coupling partners, a feat made possible by using the MPAHP ligand. The enabling nature of MPAHP ligands to achieve other meta-C—H functionalization processes is also illustrated by the development of a meta-C—H amination reaction and a meta-C—H alkynylation reaction.

  本发明公开了一类单保护 3-氨基-2-羟基吡啶（MPAHP）配体，该配体可以使用降冰片烯作为瞬时介质，对苯胺、苯酚、苯乙酸和生物相关杂环化合物进行元-C-H 芳基化反应，例如形成式 IA 的反应产物： 这种元芳基化方法在制药业中的适用性说明了杂芳基底物和杂芳基碘偶联剂的适用性，使用 MPAHP 配体使这一壮举成为可能。通过开发元-C-H 氨基化反应和元-C-H 炔化反应，还说明了 MPAHP 配体在实现其他元-C-H 功能化过程中的促进作用。
• Sato, Nobuhiro; Nagano, Eiichi, Journal of Heterocyclic Chemistry, 1993, vol. 30, # 3, p. 691 - 698
  作者：Sato, Nobuhiro、Nagano, Eiichi

  DOI：——

  日期：——
• A VERSATILE LIGAND FOR PALLADIUM-CATALYZED META-C-H FUNCTIONALIZATIONS
  申请人：The Scripps Research Institute

  公开号：US20190119212A1

  公开（公告）日：2019-04-25

  A class of mono-protected 3-amino-2-hydroxypyridine (MPAHP) ligands that enable the meta-C—H arylation of anilines, phenols, phenylacetic acids, and biologically relevant heterocyclic compounds using norbornene as a transient mediator is disclosed. The applicability of this meta-arylation methodology in the pharmaceutical industry is illustrated for heteroaryl substrates and heteroaryl iodide coupling partners, a feat made possible by using the MPAHP ligand. The enabling nature of MPAHP ligands to achieve other meta-C—H functionalization processes is also illustrated by the development of a meta-C—H amination reaction and a meta-C—H alkynylation reaction.
• Hydrolysis of methylthiazolopyridines. X-ray crystal structure of 3-acetamido-2(1<i>H</i>)-pyridinethione
  作者：Gianluca Giorgi、Laura Salvini、Fabio Ponticelli

  DOI：10.1002/jhet.5570370232

  日期：2000.3

  Hydrolysis of 2-methylthiazolo[5,4-b]pyridine resulted in ring opening of the thiazole and formation of 3-acetamido-2(1H)-pyridinethione whose X-ray crystal structure has been determined.

  2-甲基噻唑并[5，4- b ]吡啶的水解导致噻唑的开环和形成X-射线晶体结构的3-乙酰氨基-2（1H）-吡啶硫酮的形成。
• Hagen,S. et al., Acta chemica Scandinavica. Series B. Organic chemistry and biochemistry, <hi>1974</hi>, vol. 28, p. 523 - 527
  作者：Hagen,S. et al.

  DOI：——

  日期：——