(1H-tetrazol-5-yl)-o-tolyl-amine | 261943-62-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (1H-tetrazol-5-yl)-o-tolyl-amine
• 英文别名: (1H-tetrazol-5-yl)-o-tolyl-amine
• CAS: 261943-62-8
• 化学式: C₈H₉N₅
• 分子量: 175.19
• InChiKey: WPKGSSARRYKOLX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  13
• 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：
  66.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (1H-tetrazol-5-yl)-o-tolyl-amine 生成 1-(2-methylphenyl)-5-amino-1H-tetrazole
  参考文献：
  名称：

  Thermal Isomerization of Substituted 5-Aminotetrazoles¹

  摘要：

  DOI：

  10.1021/ja01630a024
• 作为产物：
  描述：

  1-(2-methylphenyl)-5-amino-1H-tetrazole 以 乙二醇 为溶剂， 生成 (1H-tetrazol-5-yl)-o-tolyl-amine
  参考文献：
  名称：

  Schelenz, Thomas; Schaefer, Wieland, Advanced Synthesis and Catalysis, 2000, vol. 342, # 2, p. 197 - 200

  摘要：

  DOI：

文献信息

• [EN] AMINO-TETRAZOLES ANALOGUES AND METHODS OF USE<br/>[FR] ANALOGUES D'AMINO-TÉTRAZOLES ET MÉTHODES D'UTILISATION
  申请人：ABBOTT LAB

  公开号：WO2005111003A1

  公开（公告）日：2005-11-24

  A compound having Formula (I) or Formula (II) is disclosed as an P2X7 antagonist, wherein A, B, C, Y, Y, Z, m, v, R1, R2, R3, R4, and R5, are as defined in the description. Methods and compositions for treating disease or condition modulated by P2X7 are also disclosed.

  公开了具有化学式（I）或化学式（II）的化合物作为P2X7拮抗剂，其中A、B、C、Y、Y、Z、m、v、R1、R2、R3、R4和R5如描述中所定义。还公开了用于治疗受P2X7调节的疾病或症状的方法和组合物。
• Solvent-free preparation of arylaminotetrazole derivatives using aluminum(III) hydrogensulfate as an effective catalyst
  作者：Ferydoon Khamooshi、Ali Reza Modarresi-Alam

  DOI：10.1016/j.cclet.2010.03.008

  日期：2010.8

  Abstract An efficient and simple method for the preparation of 5-arylamino-1H-tetrazole and 1-aryl-5-amino-1H-tetrazole derivatives is reported using aluminum(III) hydrogensulfate (Al(HSO4)3) as an effective heterogeneous catalyst from secondary arylcyanamides. Generally, when the substitution in arylcyanamide is strongly electron-withdrawing the position of equilibrium would shift toward the isomer

  摘要报道了以硫酸铝（III）（Al（HSO4）3）为有效多相催化剂制备5-芳基氨基-1H-四唑和1-芳基-5-氨基-1H-四唑衍生物的简便方法。来自仲芳基氰酰胺。通常，当芳基氰酰胺中的取代强烈吸电子时，平衡的位置将移向1-芳基-5-氨基-1H-四唑（B）的异构体，并且随着取代基的电子给体的增加，平衡的位置转移到5-芳基氨基-1H-四唑（A）的异构体上。本方法学具有几个优点，例如优异的收率，较短的反应时间，易于后处理和较绿的条件。
• CoFe₂O₄ Nanoparticles as a Magnetically Recoverable and Reusable Catalyst for the Synthesis of Arylaminotetrazoles and 5-aryloxytetrazoles
  作者：Siavash Bahari、Akbar Rezaei

  DOI：10.3184/174751914x13871210981307

  日期：2014.2

  An efficient and direct method is described for the synthesis of 5-arylamino-1 H-tetrazoles (Isomer A) or 1-aryl-5-amino-1 H-tetrazoles (Isomer B) and 5-aryloxytetrazoles from arylcyanamides or cynates with nano CoFe₂O₄ as a reusable and efficient heterogeneous catalyst. Isomer A was obtained from arylcyanamides carrying electron-withdrawing substituents on the aryl ring, while isomer B was produced with electron-releasing groups. The significant advantages of this methodology are high yields, elimination of dangerous and harmful hydrazoic acid, simple work-up procedure and the recovery and reusability of the catalyst.

  以纳米 CoFe2O4 作为可重复使用的高效异相催化剂，描述了一种从芳基氰化物或犬牙交错化合物合成 5-芳基氨基-1H-四唑（异构体 A）或 1-芳基-5-氨基-1H-四唑（异构体 B）和 5-芳氧基四唑的高效直接方法。异构体 A 是由芳基环上带有电子吸收取代基的芳基氰化物制得的，而异构体 B 则是由电子释放基团制得的。这种方法的显著优点是产率高、无需使用危险和有害的苯甲酸、操作步骤简单以及催化剂可回收和重复使用。
• Biosynthesis and characterization of magnetic starch-silver nanocomposite: catalytic activity in eco-friendly media
  作者：Atefeh Nasiri、Mohammad A. Khalilzadeh、Daryoush Zareyee

  DOI：10.1080/00958972.2022.2038369

  日期：2022.1.17

  using AgNPs@Fe3O4-nanostarch as a magnetically separable and reusable catalyst. The catalyst showed high catalytic performance in the reduction of 4-NP, CR, RhB and MB using NaBH4 as the source of hydrogen in an aqueous medium. The products were formed in good yields through a simple method and facile work-up. In addition, the catalyst could easily be separated from the reaction mixture using an external

  摘要 AgNPs@Fe 3 O 4 -nanostarch 纳米复合材料是使用Helicteres isora L. 提取物作为还原剂和稳定剂制备的。FESEM、EDS、TEM、FT-IR、XRD、VSM 和元素映射用于表征合成的纳米复合材料。该纳米复合材料被用作磁性可分离和可重复使用的催化剂，通过不同的芳基氰酰胺与叠氮化钠以高收率反应制备各种芳基氨基四唑，而不会形成叠氮酸。我们报告了使用 AgNPs@Fe 3 O 4在无溶剂条件下通过过氧化氢以高收率将苯甲醇氧化为苯甲醛-纳米淀粉作为可磁分离和可重复使用的催化剂。该催化剂在使用NaBH 4作为水性介质中的氢源还原4-NP、CR、RhB和MB方面表现出较高的催化性能。通过简单的方法和容易的后处理，产物以良好的收率形成。此外，催化剂可以很容易地使用外部磁铁从反应混合物中分离出来，并且可以重复使用至少 5 次，而催化活性没有明显损失。
• Synthesis of arylaminotetrazoles by ZnCl2/AlCl3/silica as an efficient heterogeneous catalyst
  作者：Davood Habibi、Mahmoud Nasrollahzadeh

  DOI：10.1007/s00706-011-0670-8

  日期：2012.6

  Arylaminotetrazoles were efficiently synthesized from secondary arylcyanamides by application of ZnCl2/AlCl3/silica as a reusable heterogeneous Lewis acid catalyst. 5-Arylamino-1-tetrazoles can be obtained from arylcyanamides carrying electron-withdrawing substituents on the aryl ring, while with electron-releasing groups 1-aryl-5-amino-1-tetrazoles will be produced. The former isomer is also produced within longer reaction times (similar to 20 h) even with electron-releasing groups.