2-hydrazino-2-oxo-N-ethylacetamide | 19356-05-9

• 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: 2-hydrazino-2-oxo-N-ethylacetamide
• 英文别名: oxalic acid monoethylamide monohydrazide；Oxalsaeure-aethylamid-hydrazid；N-ethyl-2-hydrazinyl-2-oxoacetamide
• CAS: 19356-05-9
• 化学式: C₄H₉N₃O₂
• 分子量: 131.134
• InChiKey: FXNZJTSENPWWQS-UHFFFAOYSA-N

物化性质

• 熔点：
  163-164 °C
• 密度：
  1.190±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  84.2
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  cis-[PdCl₂(CN(t-Bu))₂] 、 2-hydrazino-2-oxo-N-ethylacetamide 以 氯仿 为溶剂， 反应 4.0h， 以90%的产率得到
  参考文献：
  名称：

  Application of palladium complexes bearing acyclic amino(hydrazido)carbene ligands as catalysts for copper-free Sonogashira cross-coupling

  摘要：

  Metal-mediated coupling of one isocyanide in cis-[PdCl2(CNR1)(2)] (R-1 = C6H11 (Cy) 1, tBu 2, 2,6-Me2C6H3 (Xyl) 3, 2-Cl-6-MeC6H3 4) and various carbohydrazides (RCONHNH2)-C-2 [R-2 = Ph 5, 4-ClC6H4 6, 3-NO2C6H4 7, 4-NO2C6H4 8, 4-CH3C6H4 9, 3,4-(MeO)(2)C6H3 10, naphth-1-yl 11, fur-2-yl 12, 4-NO2C6H4CH2 13, Cy 14, 1-(4-fluoropheny1)-5-oxopyrrolidine-3-yl 15, (pyrrolidin-1-yl)C(O) 16, 3-(3,5-di-tert-butyl-4-hydrox yphenyl)propane-1-yl 17, EtNHC(O) 18] or sulfohydrazides (RSO2NHNH2)-S-3 [R-3 = Ph 19, 4-MeC6H4 20] led to a series of (hydrazido)(amino)carbene complexes cis-[PdCl2{(C) under bar (NHNHX)=N(H)R-1)(CNR1)1; X = COR2, SO2R3 (21-48, isolated yields 60-96%). All prepared species were characterized by elemental analyses (C, H, N), HR ESI+-MS, IR, H-1 and C-13{H-1} NMR spectroscopy, and by a single-crystal X-ray diffraction for 38. Complexes 21-48 demonstrated excellent activity as catalysts in copper-free Sonogashira coupling of aryl iodides and a variety of aromatic terminal alkynes. Catalytic system runs in environmentally benign EtOH ensuring product yields of up to 75-96% and TONs of up to 10(4). Mechanism of the copper-free Sonogashira catalytic cycle involving 21-48 as catalysts was proposed upon identification of key intermediates using HRESI-mass. (C) 2015 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.jcat.2015.06.001
• 作为产物：
  描述：

  ethyl 2-(ethylamino)-2-oxoacetate 在 hydrazine hydrate 作用下， 以 乙醇 为溶剂， 以44%的产率得到2-hydrazino-2-oxo-N-ethylacetamide
  参考文献：
  名称：

  Aralkyl-4H-1,2,4-triazole derivatives

  摘要：

  该发明涉及芳基-4H-1,2,4-三唑衍生物，特别是公式##STR1##中的5-苯基-较低烷基-4H-1,2,4-三唑-3-羧酰胺，其中Ph代表被较低烷基、卤素和/或三氟甲基取代的苯基，alky代表较低烷基，R.sub.1为氢或较低烷基，R.sub.2代表未取代或被较低烷基或较低烷酰基取代的羰胺基，及其盐以及可能的异构体和其盐。这些化合物可用作抗癫痫药物活性成分。

  公开号：

  US05045556A1

文献信息

• 3,4-二苯基-4H-1,2,4-三唑衍生物及其制备 方法和应用
  申请人：上海翰森生物医药科技有限公司

  公开号：CN106349233B

  公开（公告）日：2021-06-01

  本发明公开了3,4‑二苯基‑4H‑1,2,4‑三唑衍生物及其制备方法和应用。具体地，本发明涉及具有式(I)结构的3,4‑二苯基‑4H‑1,2,4‑三唑衍生物、其立体异构体或其药学上可接受盐，其中式(I)中各取代基的定义与说明书中的定义相同。这些结构新颖的化合物具有热休克蛋白HSP90抑制活性，可用于治疗癌症、神经退行性疾病、炎症性疾病、自身免疫性疾病、缺血性脑损伤等用途，具有广阔的应用前景。
• Aralkyl-4H-1,2,4-triazole derivatives
  申请人：Ciba-Geigy Corporation

  公开号：US05045556A1

  公开（公告）日：1991-09-03

  The invention relates to aralkyl-4H-1,2,4-triazole derivatives, especially 5-phenyl-lower alkyl-4H-1,2,4-triazole-3-carboxamides of the formula ##STR1## in which Ph represents phenyl substituted by lower alkyl, halogen and/or by trifluoromethyl, alky represents lower alkylidene, R.sub.1 is hydrogen or lower alkyl, and R.sub.2 represents carbamoyl that is unsubstituted or is substituted by lower alkyl or by lower alkanoyl, and their salts and, as the case may be, their tautomers and the salts thereof. These compounds can be used as anti-convulsive pharmaceutical active ingredients.

  该发明涉及芳基-4H-1,2,4-三唑衍生物，特别是公式##STR1##中的5-苯基-较低烷基-4H-1,2,4-三唑-3-羧酰胺，其中Ph代表被较低烷基、卤素和/或三氟甲基取代的苯基，alky代表较低烷基，R.sub.1为氢或较低烷基，R.sub.2代表未取代或被较低烷基或较低烷酰基取代的羰胺基，及其盐以及可能的异构体和其盐。这些化合物可用作抗癫痫药物活性成分。
• FINDEISEN, KURT;LINDIG, MARKUS
  作者：FINDEISEN, KURT、LINDIG, MARKUS

  DOI：——

  日期：——
• Petyunin,P.A.; Zakalyuzhnyi,M.V., Journal of general chemistry of the USSR, 1964, vol. 34, p. 26 - 30
  作者：Petyunin,P.A.、Zakalyuzhnyi,M.V.

  DOI：——

  日期：——
• Application of palladium complexes bearing acyclic amino(hydrazido)carbene ligands as catalysts for copper-free Sonogashira cross-coupling
  作者：Svetlana A. Timofeeva、Mikhail A. Kinzhalov、Elena A. Valishina、Konstantin V. Luzyanin、Vadim P. Boyarskiy、Tatyana M. Buslaeva、Matti Haukka、Vadim Yu. Kukushkin

  DOI：10.1016/j.jcat.2015.06.001

  日期：2015.9

  Metal-mediated coupling of one isocyanide in cis-[PdCl2(CNR1)(2)] (R-1 = C6H11 (Cy) 1, tBu 2, 2,6-Me2C6H3 (Xyl) 3, 2-Cl-6-MeC6H3 4) and various carbohydrazides (RCONHNH2)-C-2 [R-2 = Ph 5, 4-ClC6H4 6, 3-NO2C6H4 7, 4-NO2C6H4 8, 4-CH3C6H4 9, 3,4-(MeO)(2)C6H3 10, naphth-1-yl 11, fur-2-yl 12, 4-NO2C6H4CH2 13, Cy 14, 1-(4-fluoropheny1)-5-oxopyrrolidine-3-yl 15, (pyrrolidin-1-yl)C(O) 16, 3-(3,5-di-tert-butyl-4-hydrox yphenyl)propane-1-yl 17, EtNHC(O) 18] or sulfohydrazides (RSO2NHNH2)-S-3 [R-3 = Ph 19, 4-MeC6H4 20] led to a series of (hydrazido)(amino)carbene complexes cis-[PdCl2(C) under bar (NHNHX)=N(H)R-1)(CNR1)1; X = COR2, SO2R3 (21-48, isolated yields 60-96%). All prepared species were characterized by elemental analyses (C, H, N), HR ESI+-MS, IR, H-1 and C-13H-1} NMR spectroscopy, and by a single-crystal X-ray diffraction for 38. Complexes 21-48 demonstrated excellent activity as catalysts in copper-free Sonogashira coupling of aryl iodides and a variety of aromatic terminal alkynes. Catalytic system runs in environmentally benign EtOH ensuring product yields of up to 75-96% and TONs of up to 10(4). Mechanism of the copper-free Sonogashira catalytic cycle involving 21-48 as catalysts was proposed upon identification of key intermediates using HRESI-mass. (C) 2015 Elsevier Inc. All rights reserved.