1-benzothiazol-2-yl-2,3-dimethyl-isothiourea | 808112-15-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: 1-benzothiazol-2-yl-2,3-dimethyl-isothiourea
• 英文别名: methyl N-(1,3-benzothiazol-2-yl)-N'-methylcarbamimidothioate
• CAS: 808112-15-4；818845-16-8
• 化学式: C₁₀H₁₁N₃S₂
• 分子量: 237.349
• InChiKey: NJVQDUOVYWWOJC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  90.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  zinc(II) acetate dihydrate 、 1-benzothiazol-2-yl-2,3-dimethyl-isothiourea 以 甲醇 为溶剂， 以66%的产率得到[zinc(II)(1-benzothiazol-2-yl-2,3-dimethyl-isothiourea(-H)(1-))2]
  参考文献：
  名称：

  Cobalt(II) and zinc(II) compounds with unsaturated ligands derived from 2-aminobenzothiazole

  摘要：

  Four zinc(II) (6, 8, 10 and 12) and four cobalt(II) (5, 7, 9 and 11) compounds derived from N-(benzothiazol-2-yl)-dithiocarbamic methyl ester (1) (5 and 6), 1-benzothiazol-2-ylid-3-methyl-thiourea (2) (7 and 8), 1-benzothiazol-2-yl-2,3-dimethyl-iso thiourea (3) (9 and 10) and N-(benzothiazol-2-yl)-S,S'-dimethyl-dithio-carboimine (4) (11 and 12) are reported. The complexes were characterized in the solid state by UV-Vis-NIR diffuse reflectance, IR, mass spectrometry and compounds 5, 9-12 by X-ray single crystal diffraction analyses. In all cases two ligand molecules are bonded to a tetracoordinated metal atom. In compounds 5-10 the ligand is anionic and bidentate with the metal atom in the center of spirocyclic structures formed by two planar unsaturated six membered rings. In compounds 7-10 the metal atom is linked to four nitrogen atoms and in 5 and 6 to two sulfur and two nitrogen atoms. In compounds 11 and 12 the ligand is neutral and monodentate and the metal ion remains coordinated to the chlorine atoms. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2004.08.019
• 作为产物：
  描述：

  dimethyl N-(2-benzothiazolyl)dithiocarbonimidate 、 甲胺 以 乙醇 、 水 为溶剂， 反应 8.0h， 以90%的产率得到1-benzothiazol-2-yl-2,3-dimethyl-isothiourea
  参考文献：
  名称：

  衍生自 2-氨基苯并噻唑的二硫代氨基甲酸酯、硫代氨基甲酸酯、二硫代碳亚胺酯、胍、硫脲、异硫脲和四氮杂硫戊烯

  摘要：

  CS2 与 2-氨基苯并噻唑的环外氨基之间的反应产生了一系列带有硫脲、异硫脲、二硫代氨基甲酸酯、二硫代碳亚胺、二甲基二硫代氨基甲酸酯、甲基二硫代氨基甲酸酯、S-CH3 和 O-烷基硫代氨基甲酸酯和胍基团的分子。确定了优选的互变异构体和构象异构体。大多数化合物在环内硫原子（其作用类似于路易斯酸）与氧、氮和硫（充当碱）之间存在配位键。讨论了一种含有 T 形高价硫原子并显示“单键-无键共振”的新型二苯并噻唑基四氮杂硫戊烯。报告了十一种化合物的 X 射线结构。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2004)

  DOI：

  10.1002/ejoc.200400305

文献信息

• A Synthetic Method to Access Symmetric and Non-Symmetric 2-(N,N'-disubstituted)guanidinebenzothiazoles
  作者：Alejandro Cruz、Itzia I. Padilla-Martínez、Efrén V. García-Báez

  DOI：10.3390/molecules170910178

  日期：——

  Symmetric and non-symmetric 2-(N-H, N-methyl, N-ethylenyl and N-aryl)guanidinebenzothiazoles were synthesized from the reaction of ammonia, methylamine, pyrrolidine and aniline with dimethyl benzo[d]thiazol-2-yl-carbono-dithioimidate (5) as intermediate. The products were characterized by 1H-, 13C-NMR spectroscopy and three of them by X-ray diffraction analysis. HN-phenyl protons formed intramolecular hydrogen bonds that assist the stereochemistry of the second substituent, whereas the HN-alkyl protons were involved in intermolecular hydrogen bonding.

  对称和非对称的2-(N-H、N-甲基、N-乙烯基和N-芳基)氨基苯并噻唑是通过氨、甲胺、哌啶和苯胺与二甲基苯并[d]噻唑-2-基-碳硫氨基亚胺(5)作为中间体反应合成的。产品通过1H-NMR、13C-NMR光谱进行了表征，其中三个产品还通过X射线衍射分析进行了鉴定。HN-芳基质子的内分子氢键形成有助于第二个取代基的立体化学，而HN-烷基质子则参与了分子间氢键的形成。