N-(2-methylthiazole-5-yl)-thiazole-2-carboxamide | 475637-27-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N-(2-methylthiazole-5-yl)-thiazole-2-carboxamide
• 英文别名: N-(5-methylthiazol-2-yl)thiazole-2-carboxamide；N-(5-methyl-1,3-thiazol-2-yl)-1,3-thiazole-2-carboxamide
• CAS: 475637-27-5
• 化学式: C₈H₇N₃OS₂
• 分子量: 225.295
• InChiKey: TXTJPXFBGHZGPW-UHFFFAOYSA-N

物化性质

• 密度：
  1.502±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  111
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  iron(II) acetate 、 N-(2-methylthiazole-5-yl)-thiazole-2-carboxamide 在 air 作用下， 以 氟苯 为溶剂， 生成 [tris(N-(5-methylthiazol-2-yl)thiazole-2-carboxamidate)tris(acetato)(μ3-oxo)iron(II)diiron(III)]
  参考文献：
  名称：

  三核氧代中心铁和铁/镍簇 - 配体控制的同价/杂价

  摘要：

  全铁 (III)μ 2 -O 2 - 连接的二聚体 [Fe III 3 O(L) 2 -(OAc) 4 ] 2 O (3) 与氯化锂的裂解产生 [Fe III 3 O(L) 2 -(OAc) 4 ]Cl (4) 和苯甲酸钠，结合完全的乙酸到苯甲酸盐的多配体交换，得到 [Fe III 3 O(L) 2 -(OBz) 4 ]OBz (5)。用碘化钠还原全 Fe III 配合物 5 [Fe/L/OBz = 3:2:(4+1)] 得到同核混合价簇 [Fe II Fe III 2 O(L) 3 (OBz) 3 ] (6) (Fe/L/OBz = 1:1:1) 并且需要基本的配体到配体交换。同样，当全 Fe III 二聚体 [Fe III 3 O-(L) 2 (OAC) 4 ] 2 O (3) (Fe/L/OAc = 3:2:4) 与醋酸镍裂解时，混合-价异核络合物[Ni II Fe III 2 -O(L)

  DOI：

  10.1002/ejic.200400821
• 作为产物：
  描述：

  2-氨基-5-甲基噻唑 、 1,3-噻唑-2-甲酰氯 在 三乙胺 、 lithium chloride 作用下， 以 N-甲基吡咯烷酮 为溶剂， 反应 72.0h， 以94%的产率得到N-(2-methylthiazole-5-yl)-thiazole-2-carboxamide
  参考文献：
  名称：

  Metal- and Ligand-Directed One-Pot Syntheses, Crystal Structures, and Properties of Novel Oxo-Centered Tetra- and Hexametallic Clusters Chelate Complexes, Part 22; for Part 21 see reference 12.

  摘要：

  Starting from closely related metal - ligand combinations, completely different oligomeric metal clusters are synthesized. Whereas, picoline-tetrazolylamide HL1 (1) and zinc or nickel acetate afforded [2 x 2] grids [M-4(L-1)(8)] (2), slightly different N-(2-methylthiazole-5-yl)-thiazole-2-carboxamide HL2 (5a) and nickel acetate yielded the monometallic complex [Ni(L-2)(2)(OH2)(2)] (6). In contrast, reaction of 5a with zinc acetate produced the tetrametallic zinc cluster [Zn4O(L-2)(4)(OAc)(2)] (7). Even more surprising, when 3-methyl-substituted HL3 (5b) instead of 2-methyl-substituted HL2 (5a) was allowed to react under identical conditions with zinc acetate, the cluster [Zn4O(L-3)(4)Cl-2] (8) crystallized from dichloromethane. Clusters 7 and 8 are isostructural. As for 7, in 8 two of the edges of the tetrahedron of zinc ions are doubly bridged, two are singly bridged, and the other two are nonbridged. On the other hand, when iron(II) acetate under aerobic conditions was allowed to react with 5a, the unprecedented complex [{Fe3O(L-2)(2)-(OAC)(4)}(2)O] (9) was isolated. Cluster 9 is composed of two trimetallic, triangular mu(3)-O2--centered [Fe3O(L-2)(2)(OAC)(4)](+) modules, linked by an almost linear mu(2)-O2- bridge. The Mossbauer spectrum together with cyclic voltammetric and square-wave voltammetric measurements of 9 are reported, and 6-9 were characterized unequivocally by single-crystal X-ray structure analyses.

  DOI：

  10.1002/1521-3765(20020816)8:16<3614::aid-chem3614>3.0.co;2-3

文献信息

• Trinuclear Oxo‐Centered Iron and Iron/Nickel Clusters – Ligand‐Controlled Homo/Hetero Valency
  作者：Rolf W. Saalfrank、Andreas Scheurer、Klaus Pokorny、Harald Maid、Uwe Reimann、Frank Hampel、Frank W. Heinemann、Volker Schünemann、Alfred X. Trautwein

  DOI：10.1002/ejic.200400821

  日期：2005.4

  5 [Fe/L/OBz = 3:2:(4+1)] with sodium iodide affords the homonuclear mixed-valent cluster [Fe I I Fe I I I 2 O(L) 3 (OBz) 3 ] (6) (Fe/L/OBz = 1:1:1) and requires fundamental coligand-to-ligand exchange. Likewise, when the all-Fe I I I dimer [Fe I I I 3 O-(L) 2 (OAC) 4 ] 2 O (3) (Fe/L/OAc = 3:2:4) is cleaved with nickel acetate, the mixed-valent heteronuclear complex [Ni I I Fe I I I 2 -O(L) 3 (OAC)

  全铁 (III)μ 2 -O 2 - 连接的二聚体 [Fe III 3 O(L) 2 -(OAc) 4 ] 2 O (3) 与氯化锂的裂解产生 [Fe III 3 O(L) 2 -(OAc) 4 ]Cl (4) 和苯甲酸钠，结合完全的乙酸到苯甲酸盐的多配体交换，得到 [Fe III 3 O(L) 2 -(OBz) 4 ]OBz (5)。用碘化钠还原全 Fe III 配合物 5 [Fe/L/OBz = 3:2:(4+1)] 得到同核混合价簇 [Fe II Fe III 2 O(L) 3 (OBz) 3 ] (6) (Fe/L/OBz = 1:1:1) 并且需要基本的配体到配体交换。同样，当全 Fe III 二聚体 [Fe III 3 O-(L) 2 (OAC) 4 ] 2 O (3) (Fe/L/OAc = 3:2:4) 与醋酸镍裂解时，混合-价异核络合物[Ni II Fe III 2 -O(L)
• Metal- and Ligand-Directed One-Pot Syntheses, Crystal Structures, and Properties of Novel Oxo-Centered Tetra- and Hexametallic Clusters Chelate Complexes, Part 22; for Part 21 see reference 12.
  作者：Rolf W. Saalfrank、Uwe Reimann、Mareike Göritz、Frank Hampel、Andreas Scheurer、Frank W. Heinemann、Michael Büschel、Jörg Daub、Volker Schünemann、Alfred X. Trautwein

  DOI：10.1002/1521-3765(20020816)8:16<3614::aid-chem3614>3.0.co;2-3

  日期：2002.8.16

  Starting from closely related metal - ligand combinations, completely different oligomeric metal clusters are synthesized. Whereas, picoline-tetrazolylamide HL1 (1) and zinc or nickel acetate afforded [2 x 2] grids [M-4(L-1)(8)] (2), slightly different N-(2-methylthiazole-5-yl)-thiazole-2-carboxamide HL2 (5a) and nickel acetate yielded the monometallic complex [Ni(L-2)(2)(OH2)(2)] (6). In contrast, reaction of 5a with zinc acetate produced the tetrametallic zinc cluster [Zn4O(L-2)(4)(OAc)(2)] (7). Even more surprising, when 3-methyl-substituted HL3 (5b) instead of 2-methyl-substituted HL2 (5a) was allowed to react under identical conditions with zinc acetate, the cluster [Zn4O(L-3)(4)Cl-2] (8) crystallized from dichloromethane. Clusters 7 and 8 are isostructural. As for 7, in 8 two of the edges of the tetrahedron of zinc ions are doubly bridged, two are singly bridged, and the other two are nonbridged. On the other hand, when iron(II) acetate under aerobic conditions was allowed to react with 5a, the unprecedented complex [Fe3O(L-2)(2)-(OAC)(4)}(2)O] (9) was isolated. Cluster 9 is composed of two trimetallic, triangular mu(3)-O2--centered [Fe3O(L-2)(2)(OAC)(4)](+) modules, linked by an almost linear mu(2)-O2- bridge. The Mossbauer spectrum together with cyclic voltammetric and square-wave voltammetric measurements of 9 are reported, and 6-9 were characterized unequivocally by single-crystal X-ray structure analyses.