1,3-苯并噻唑-2-硫代甲酰胺 | 64377-94-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 中文名称: 1,3-苯并噻唑-2-硫代甲酰胺
• 英文名称: benzo[d]thiazole-2-carbothioamide
• 英文别名: benzothiazole-2-carbothioic acid amide；2-Benzothiazol-thiocarboxamid；2-Benzothiazolecarbothioamide；1,3-benzothiazole-2-carbothioamide
• CAS: 64377-94-2
• 化学式: C₈H₆N₂S₂
• 分子量: 194.281
• InChiKey: WDAPIKXNVBUCTJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  99.2
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  1,3-苯并噻唑-2-硫代甲酰胺 、 2-(2-methoxycarbonyl-phenyl)-2-bromo-acetic acid methyl ester 在 三乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.33h， 以49%的产率得到2-(benzo[d]thiazol-2-yl)-5H-isochromeno[3,4-d]thiazol-5-one
  参考文献：
  名称：

  From Liquid to Solid-State Fluorescence: Tricyclic Lactones Based on 4-Hydroxy-1,3-thiazoles

  摘要：

  This work describes the synthesis of a series of tricyclic lactones based on 4-hydroxy-1,3-thiazoles prepared by the classic Hantzsch synthesis. The tricyclic lactones are more rigid than the parent 4-hydroxythiazoles and are featured not only by fluorescence in solution, but also in the solid state. An extension of the chromophoric system was successfully realized by integration of the benzothiazole substructure, thus resulting in bathochromic shifts of absorption and also fluorescence. The new synthesized lactones additionally show interesting properties in solution, whereby the initial blue fluorescence changes dramatically with a variation of the pH value.

  DOI：

  10.1055/s-0033-1340048
• 作为产物：
  描述：

  1,3-苯并噻唑-2-甲腈 在 硫化氢 作用下， 以 二甲基亚砜 为溶剂， 以99%的产率得到1,3-苯并噻唑-2-硫代甲酰胺
  参考文献：
  名称：

  From Liquid to Solid-State Fluorescence: Tricyclic Lactones Based on 4-Hydroxy-1,3-thiazoles

  摘要：

  This work describes the synthesis of a series of tricyclic lactones based on 4-hydroxy-1,3-thiazoles prepared by the classic Hantzsch synthesis. The tricyclic lactones are more rigid than the parent 4-hydroxythiazoles and are featured not only by fluorescence in solution, but also in the solid state. An extension of the chromophoric system was successfully realized by integration of the benzothiazole substructure, thus resulting in bathochromic shifts of absorption and also fluorescence. The new synthesized lactones additionally show interesting properties in solution, whereby the initial blue fluorescence changes dramatically with a variation of the pH value.

  DOI：

  10.1055/s-0033-1340048

文献信息

• Sawhney,S.N.; Bansal,O.P., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1977, vol. 15, p. 121 - 124
  作者：Sawhney,S.N.、Bansal,O.P.

  DOI：——

  日期：——
• SAWHNEY S. N.; BANSAL O. P., INDIAN J. CHEM. <IJOC-AP>, 1977, B 15, NO 2, 121-124
  作者：SAWHNEY S. N.、 BANSAL O. P.

  DOI：——

  日期：——
• From Liquid to Solid-State Fluorescence: Tricyclic Lactones Based on 4-Hydroxy-1,3-thiazoles
  作者：Dieter Weiß、Rainer Beckert、Lorena Calderón Ortiz、Hendryk Würfel、Eric Täuscher、Eckhard Birckner、Helmar Görls

  DOI：10.1055/s-0033-1340048

  日期：——

  This work describes the synthesis of a series of tricyclic lactones based on 4-hydroxy-1,3-thiazoles prepared by the classic Hantzsch synthesis. The tricyclic lactones are more rigid than the parent 4-hydroxythiazoles and are featured not only by fluorescence in solution, but also in the solid state. An extension of the chromophoric system was successfully realized by integration of the benzothiazole substructure, thus resulting in bathochromic shifts of absorption and also fluorescence. The new synthesized lactones additionally show interesting properties in solution, whereby the initial blue fluorescence changes dramatically with a variation of the pH value.