6-phenylimidazo[2,1-b]-1,3,4-thiadiazole | 25752-18-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 6-phenylimidazo[2,1-b]-1,3,4-thiadiazole
• 英文别名: 6-Phenyl-imidazo<2,1-b>-1,3,4-thiadiazol；6-Phenylimidazo[2,1-b][1,3,4]thiadiazole
• CAS: 25752-18-5
• 化学式: C₁₀H₇N₃S
• mdl: MFCD00193132
• 分子量: 201.252
• InChiKey: GFPSTSCYNCOYTN-UHFFFAOYSA-N

物化性质

• 熔点：
  127-130 °C
• 密度：
  1.40±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  58.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-phenylimidazo[2,1-b]-1,3,4-thiadiazole 在 硫酸 、 硝酸 作用下， 生成 5-nitro-6-(4-nitro-phenyl)-imidazo[2,1-b][1,3,4]thiadiazole
  参考文献：
  名称：

  Pentimalli,L. et al., Gazzetta Chimica Italiana, 1975, vol. 105, p. 777 - 787

  摘要：

  DOI：
• 作为产物：
  描述：

  2-(2-imino-[1,3,4]thiadiazol-3-yl)-1-phenyl-ethanone 生成 6-phenylimidazo[2,1-b]-1,3,4-thiadiazole
  参考文献：
  名称：

  PENTIMALLI L.; MILANI G.; BIAVATI F., GAZZ. CHIM. ITAL. , 1975, 105, NO 7-8, 777-787

  摘要：

  DOI：

文献信息

• RADIOACTIVE IMIDAZOTHIADIAZOLE DERIVATIVE COMPOUND
  申请人：Nihon Medi-Physics Co., Ltd.

  公开号：US20210322582A1

  公开（公告）日：2021-10-21

  The present invention provides a radiolabeled compound represented by the following formula (1), which is a radioactive imidazothiadiazole derivative compound having an affinity for CA-IX, or a salt thereof. wherein n is an integer of 1 to 4, and L represents a radionuclide or a mono- to tetravalent group containing a radionuclide.

  本发明提供了一种放射性标记化合物，其表示为以下式（1），该化合物是一种具有对CA-IX亲和力的放射性咪唑噻二唑衍生物化合物或其盐。 其中n为1至4的整数，L代表一个放射性核素或含有放射性核素的单价至四价基团。
• Regioselective palladium-catalyzed phosphonation of imidazo[2,1-b]thiazoles with dialkyl phosphites
  作者：Wenjie Liu、Shaohua Wang、Huagang Yao、Ziying Li、Yanling Huang、Chunyun Kong

  DOI：10.1016/j.tetlet.2015.09.078

  日期：2015.10

  A novel and facile Pd-catalyzed direct phosphonation of imidazo[2,1-b]thiazoles with dialkyl phosphites has been developed to give the corresponding C-5 phosphonated products in moderate to good yields with high regioselectivity.

  已开发了一种新颖且简便的Pd催化的咪唑并[2,1-b]噻唑与亚磷酸二烷基酯的直接膦化反应，以中等至良好的收率和较高的区域选择性提供了相应的C-5膦酸酯化产物。
• Approach for 2-(arylthio)imidazoles and imidazo[2,1-b]thiazoles from imidazo[2,1-b][1,3,4]thiadiazoles by ring-opening and -reconstruction
  作者：Benyi Shi、Zhouhe Zhu、Yi-Shuo Zhu、Dagang Zhou、Jinyuan Wang、Panpan Zhou、Huanwang Jing

  DOI：10.1039/c6ob00102e

  日期：——

  synthesis of imidazo[2,1-b]thiazole derivatives has been developed and proceeds via a ring-opening and ring-closing reconstruction of imidazo[2,1-b][1,3,4]thiadiazoles with phenylacetylene in the presence of potassium tert-butoxide (t-BuOK) under very mild reaction conditions. A proposed mechanism is calculated computationally using a DFT method at the B3LYP/6-31+G(d,p) level. The imidazo[2,1-b][1,3,4]thiadiazoles

  咪唑并[2,1- b ]噻唑衍生物的高效一锅合成已得到开发，并通过咪唑并[2,1- b ] [1,3,4]噻二唑的开环和闭环重构而进行在非常温和的反应条件下，在叔丁醇钾（t -BuOK）存在下，用苯乙炔与苯乙炔 在B3LYP / 6-31 + G（d，p）级别上使用DFT方法以计算方式计算了一种建议的机制。咪唑并[2,1- b ] [1,3,4]噻二唑也成功地转化为一系列的2-（芳硫基）-1 H-咪唑，使用的是芳基卤化物和乙酰丙酮铜（II）（Cu（ acac）2）在微波辐射条件下作为催化剂。这些反应的关键特征是使用现成的试剂，操作简单，方便地使用新的杂环合成子以及具有功能基团相容性的多种底物。
• Acid azo dyes containing heterocyclic couplers
  申请人：Eastman Kodak Company

  公开号：US04396547A1

  公开（公告）日：1983-08-02

  Disclosed are novel acid azo dyes containing a sulfonated, sulfated or thiosulfated organothiothiadiazole azo moiety and a heterocyclic coupler which may be substituted. The dyes produce reddish-yellow to orange shades on, for example, hydrophobic textile fiber including polyesters, polyamides, and cellulose esters and have excellent fastness properties including lightfastness, stability to heat, washfastness and resistance to sublimation, and dye at unusually low energy levels. The dyes have the general formulae: ##STR1## wherein D is the aforesaid organothiothiadiazole moiety; R.sup.3 is selected from hydrogen, lower alkyl, and aryl; R.sub.4 is selected from H, lower alkyl, CH.sub.2 aryl, aryl, and lower alkyl substituted with cyano, carbamoyl or acylamino; Ar is a wide variety of carbocyclic radicals; and Z represents the atoms necessary to complete a five or six membered ring.

  本发明涉及一种新的酸性偶氮染料，其含有磺化、硫酸化或硫代硫酸化的有机硫代硫酰噻二唑偶氮基团和一种可能被取代的杂环偶联剂。该染料可在疏水性纤维，包括聚酯、聚酰胺和纤维素酯等上产生红黄色到橙色的色调，并具有出色的牢度性能，包括耐光性、耐热性、耐洗性和耐升华性，并且在异常低的能量水平下染色。该染料的一般公式如下：其中D是上述有机硫代硫酰噻二唑基团；R3选自氢、低级烷基和芳基；R4选自H、低级烷基、CH2芳基、芳基和取代有氰基、氨基甲酰基或酰胺基的低级烷基；Ar是各种碳环基团；Z表示完成五元或六元环所需的原子。
• Indoline coupled isothiazole azo dyes
  申请人：Eastman Kodak Company

  公开号：US04354970A1

  公开（公告）日：1982-10-19

  Disclosed are novel azo dyes containing an isothiazole azo moiety which may be substituted, and a heterocyclic coupler which also may be substituted. The dyes produce yellow shades on, for example, hydrophobic textile fiber including polyesters, polyamides, and cellulose esters and have excellent fastness properties including lightfastness, washfastness and resistance to sublimation, and dye at unusually low energy levels. The dyes have the general formulae: ##STR1## wherein the various substituents, R.sup.1 and R.sup.2 are each selected from hydrogen and a wide variety of groups such as lower alkyl, --CN, halogen, and the like, R.sup.3 and R.sup.4 are each selected from hydrogen, lower alkyl, benzyl and phenyl, and Z represents the atoms necessary to complete a five or six membered ring.

  本发明涉及一种新型偶氮染料，包含一种可以被取代的异噻唑偶氮结构和一种也可以被取代的杂环偶联剂。该染料在疏水性纺织纤维（包括聚酯、聚酰胺和纤维素酯）上产生黄色阴影，并具有优异的耐光、耐洗和耐升华性能，并且在异常低的能量水平下染色。该染料的普遍公式如下：其中，各种取代基R1和R2分别选自氢和各种基团，例如低烷基，-CN，卤素等，R3和R4分别选自氢，低烷基，苄基和苯基，Z代表完成五元或六元环所需的原子。