3-cyclopropyl-4-amino-5-oxo-4,5-dihydro-1,2,4-triazol | 129910-17-4

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 3-cyclopropyl-4-amino-5-oxo-4,5-dihydro-1,2,4-triazol
• 英文别名: 4-amino-3-cyclopropyl-1,2,4-(1H)-triazolin-5-one；3-cyclopropyl-4-amino-1,2,4-triazol-5-one；4-amino-3-cyclopropyl-1H-1,2,4-triazol-5-one
• CAS: 129910-17-4
• 化学式: C₅H₈N₄O
• 分子量: 140.145
• InChiKey: RAUTVGWCILUZBL-UHFFFAOYSA-N

物化性质

• 熔点：
  183 °C
• 密度：
  1.99±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  70.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-cyclopropyl-4-amino-5-oxo-4,5-dihydro-1,2,4-triazol 、 2-(4-硝基苯氧基)苯甲醛 以 溶剂黄146 为溶剂， 以99 %的产率得到2-[(3-cyclopropyl-4,5-dihydro-1H-1,2,4-triazol-5-one-4-yl)azomethine]-phenyl 4-nitrobenzoate
  参考文献：
  名称：

  Synthesis, characterization and investigation of antimicrobial and antioxidant activities of some new 2-[(4,5-dihydro-1H-1,2,4-triazol-5-one-4-yl)azomethine]phenyl 4-nitrobenzoate derivatives

  摘要：

  DOI：

  10.56042/ijc.v61i6.64214
• 作为产物：
  描述：

  N'-[1-Cyclopropyl-1-ethoxy-meth-(Z)-ylidene]-hydrazinecarboxylic acid ethyl ester 在 一水合肼 作用下， 以 水 为溶剂， 反应 6.0h， 生成 3-cyclopropyl-4-amino-5-oxo-4,5-dihydro-1,2,4-triazol
  参考文献：
  名称：

  Gursoy Kol; Yuksek, E-Journal of Chemistry, 2010, vol. 7, # 1, p. 123 - 136

  摘要：

  DOI：

文献信息

• Synthesis, Acidity and Antioxidant Properties of Some Novel 3,4-disubstituted-4,5-dihydro-1H-1,2,4-triazol-5-one Derivatives
  作者：Muzaffer Alkan、Haydar Yüksek、Özlem Gürsoy-Kol、Mustafa Calapoğlu

  DOI：10.3390/molecules13010107

  日期：——

  3-Alkyl(aryl)-4-amino-4,5-dihydro-1H-1,2,4-triazol-5-ones 2a-g reacted with4-diethylaminobenzaldehyde to afford the corresponding 3-alkyl(aryl)-4-(4-diethylaminobenzylidenamino)-4,5-dihydro-1H-1,2,4-triazol-5-ones 3a-g. The acetylationreactions of compounds 3a-e were investigated and compounds 4a-e were thus obtained.The new compounds were characterized using IR, 1H-NMR, 13C-NMR, UV and MSspectral data. In addition, the newly synthesized compounds 3a-g were titratedpotentiometrically with tetrabutylammonium hydroxide in four non-aqueous solvents suchas isopropyl alcohol, tert-butyl alcohol, acetone and N,N-dimethylformamide (DMF), andthe half-neutralization potential values and the corresponding pKa values were determinedfor all cases. Moreover, 3 and 4 type compounds were also screened for their antioxidantactivities.

  3-烷基(芳基)-4-氨基-4,5-二氢-1H-1,2,4-三唑-5-酮2a-g与4-二乙氨基苯甲醛反应得到相应的3-烷基(芳基)-4- (4-二乙氨基亚苄基氨基)-4,5-二氢-1H-1,2,4-三唑-5-酮3a-g。研究了化合物3a-e的乙酰化反应，得到了化合物4a-e。利用IR、1H-NMR、13C-NMR、UV和MS光谱数据对新化合物进行了表征。此外，在异丙醇、叔丁醇、丙酮和N,N-二甲基甲酰胺(DMF)四种非水溶剂中，用四丁基氢氧化铵对新合成的化合物3a-g进行电位滴定，得到半中和电位值和相应的半中和电位值。确定所有情况的 pKa 值。此外，还筛选了3型和4型化合物的抗氧化活性。
• Preparation of 4-amino-1,2,4-triazol-5-ones
  申请人：Bayer Aktiengesellschaft

  公开号：US05034538A1

  公开（公告）日：1991-07-23

  A process for the preparation of 4-amino-1,2,4-triazol-5-one of the formula ##STR1## in which p0 R represents unsubstituted or substituted alkyl, alkenyl, cycloalkenyl, cycloalkyl, aralkyl, aryl or heterocyclyl, which comprises reacting a carbodihydrazide of the formula ##STR2## with a nitrile of the formula R--C.tbd.N (II) The carbodihydrazide of the formula (II) may be produced in a preliminary stage by reacting a carbonic acid derivative with hydrazine or hydrazine hydrate.

  一种制备式为##STR1##的4-氨基-1,2,4-三唑-5-酮的方法，其中p0 R代表未取代或取代的烷基，烯基，环烯基，环烷基，芳基，芳基烷基或杂环基，包括将式为##STR2##的碳二肼与式为R-C.tbd.N（II）的腈反应。式（II）的碳二肼可以通过将碳酸衍生物与肼或肼水合物反应来在初步阶段制备。
• Arslantas, Ali; Yüksek, Haydar; Gürsoy-Kol, Özlem, Asian Journal of Chemistry, 2012, vol. 24, # 8, p. 3327 - 3334
  作者：Arslantas, Ali、Yüksek, Haydar、Gürsoy-Kol, Özlem、Ocak, Zafer、Tomruk, Zeynep、Calapoglu, Mustafa

  DOI：——

  日期：——
• Synthesis, spectroscopic and structural studies of 4-Amino-3-(ethyl)-5-(4-chlorophenyl)-4H-1,2,4-triazole and 4-Amino-3-cyclopropyl-5-oxo-4,5-dihydro-1,2,4-triazole-1-yl-acetic acid ethyl ester
  作者：Onur Şahin、Cihan Kantar、Selami Şaşmaz、Nurhan Gümrükçüoğlu、Orhan Büyükgüngör

  DOI：10.1016/j.molstruc.2014.03.022

  日期：2014.6

  The title compounds of 4-Amino-3-(ethyl)-5-(4-chlorophenyl)-4H-1,2,4-triazole (I, C10H11ClN4) and 4-Amino-3-cyclopropyl-5-oxo-4,5-dihydro-1,2,4-triazol-1-yl-acetic acid ethyl ester (II, C9H14N4O3), have been determined using X-ray diffraction techniques and characterized by IR, H-1 NMR and C-13 NMR. X-ray study shows that the title compounds both have strong intermolecular N-H center dot center dot center dot N hydrogen bonds. The molecules of! are linked into a two-dimensional framework structure by N-H center dot center dot center dot N and C-H center dot center dot center dot N hydrogen bonds which produce R-2(2)(8)R-4(4)(14)R-4(4)(15) chain of rings, while in II, the combination of N-H center dot center dot center dot N, N-H center dot center dot center dot O and C-H center dot center dot center dot O hydrogen bonds along [100] generates a chain of edge-fused R-2(2)(10)R-2(2)(16)R-4(2)(14)R-4(4)(14) rings. (C) 2014 Elsevier B.V. All rights reserved.
• Yueksek, Haydar; Kolayli, Sevgi; Kuecuek, Murat, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2006, vol. 45, # 3, p. 715 - 718
  作者：Yueksek, Haydar、Kolayli, Sevgi、Kuecuek, Murat、Yueksek, M. Ozguen、Ocak, Ummuhan、Sahinbas, Esra、Sivrikaya, Efecan、Ocak, Mirac

  DOI：——

  日期：——