Ethylpropionatcarbethoxyhydrazon | 58910-18-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: Ethylpropionatcarbethoxyhydrazon
• 英文别名: Hydrazinecarboxylic acid, (1-ethoxypropylidene)-, ethyl ester；ethyl N-ethoxycarbonylpropanehydrazonate
• CAS: 58910-18-2
• 化学式: C₈H₁₆N₂O₃
• 分子量: 188.227
• InChiKey: UXXBCTUQADDHKA-UHFFFAOYSA-N

物化性质

• 熔点：
  58 °C(Solv: ligroine (8032-32-4))
• 密度：
  1.05±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  13
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  59.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Ethylpropionatcarbethoxyhydrazon 在 羟胺 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以67%的产率得到乙基(2E)-2-[1-(羟基氨基)亚丙基]肼羧酸酯
  参考文献：
  名称：

  Synthesis of 4-hydroxy-4,5-dihydro-1,2,4-triazol-5-ones

  摘要：

  A series of hydroxamic acid ethoxycarbonylhydrazides was obtained by reactions of ester ethoxycarbonylhydrazones with hydroxylamine. The corresponding 3-substituted 4-hydroxy-4,5-dihydro-1,2,4-triazol-5-ones were synthesized by cyclization of these hydroxamic acid derivatives in basic medium.

  DOI：

  10.1007/bf00810474

文献信息

• Efficient Synthesis of Benzimidazoles Containing 1,2,4-Triazol-3-One Nucleus Using Microwave Technique
  作者：Emre Menteşe、Bahittin Kahveci

  DOI：10.1007/s10593-017-1991-2

  日期：2016.11

  A series of new compounds containing both benzimidazole and 1,2,4-triazol-3-one rings was synthesized by microwave irradiation of mixtures containing 5-(alkyl/phenyl)-4-(4-carboxyphenyl)-2,4-dihydro-3H-1,2,4-triazol-3-ones and 1,2-diaminobenzene derivatives. Also, benzimidazole derivatives were synthesized by the reaction of ethyl 2-(ethoxy(alkyl/phenyl)methylene)hydrazine-1-carboxylates with 2-aminobenzimidazole

  通过微波辐射含有5-（烷基/苯基）-4-（4-羧苯基）-2,4-二氢的混合物，合成了一系列同时含有苯并咪唑和1,2,4-三唑-3-环的新化合物-3 H -1,2,4-三唑-3-酮和1,2-二氨基苯衍生物。同样，通过2-（乙氧基（烷基/苯基）亚甲基）肼-1-羧酸乙酯与2-氨基苯并咪唑的反应合成苯并咪唑衍生物。这项研究首次实现了1,2,4-三唑-3-酮和苯并咪唑环体系的快速有效结合。
• Synthesis of new derivatives of 4-amino-2,4-dihydro-1,2,4-triazol-3-one as potential antibacterial agents
  作者：Frédérique Malbec、René Milcent、Patrick Vicart、Anne Marie Bure

  DOI：10.1002/jhet.5570210641

  日期：1984.11

  characterised by their sharp melting points, elemental analysis, ir and 1H nmr spectra. These new derivatives of 5-nitro-2-furaldehyde were screened for their antibacterial activities. Most of the compounds showed good activity against one test organism, Staphylococcus aureus. For a few compounds, C.M.I. ranged from 4 to 8 μg/ml (higher results than nitrofurantoin).

  三十个新的2-取代的-4-氨基-5-烷基或芳基-2,4-二氢-1,2,4-三唑-3-酮和十个2-取代的-5-烷基或芳基-4-（5-合成了硝基-2-糠基亚氨基）氨基-2,4-二氢-1,2,4-三唑-3-酮，并通过其尖锐的熔点，元素分析，ir和1 H nmr光谱对其进行了表征。筛选了5-硝基-2-呋喃甲醛的这些新衍生物的抗菌活性。大多数化合物对一种测试生物金黄色葡萄球菌显示出良好的活性。对于一些化合物，CMI范围为4至8μg/ ml（比呋喃妥因更高的结果）。
• Synthesis of Novel Triazol Compounds containing Isatin as Potential Antibacterial and Antifungal Agents by Microwave and Conventional Methods
  作者：Musa Özil、Emre Menteşe、Fatih Yilmaz、Fatih İslamoğlu、Bahittin Kahveci

  DOI：10.3184/174751911x13043524455143

  日期：2011.5

  Microwave irradiation has been used to accelerate the conversion of isatin (1a) and 5-nitroisatin (1b) into their Schiff bases 3-[5’-aryl(alkyl)-2’,4’-dihydro-1’,2’,4’-triazol-3’-on-4’-yl]iminoisatin (3a–g) and 3-[5’-aryl(alkyl)-2’,4’-dihydro-1’,2’,4’-triazol-3’-on-4’-yl]imino-5-nitroisatin (4a–g), respectively. Reaction was achieved by microwave-induced technique, which reduced the reaction time drastically

  微波辐射已被用于加速靛红 (1a) 和 5-硝基靛红 (1b) 转化为它们的希夫碱 3-[5'-芳基(烷基)-2',4'-二氢-1',2', 4'-triazol-3'-on-4'-yl]iminoisatin (3a–g) 和 3-[5'-aryl(烷基)-2',4'-dihydro-1',2',4'- triazol-3'-on-4'-yl]imino-5-nitroisatin (4a–g) 分别。反应采用微波诱导技术，与传统加热相比，大大缩短了反应时间，提高了产率。新合成的碱基对所测试的标准细菌和真菌生物显示出中等的抗菌活性
• Synthesis and in vitro antioxidant and antimicrobial activities of novel 3-alkyl(aryl)-4-[3-methoxy-4-(2-furylcarbonyloxy)-benzylidenamino]-4,5-dihydro-1H-1,2,4-triazol-5-ones, and their N-acetyl, N-Mannich base derivatives
  作者：Sevda Manap

  DOI：10.1007/s13738-021-02386-7

  日期：2022.4

  The reactions of 3-alkyl(aryl)-4-amino-4,5-dihydro-1H-1,2,4-triazol-5-ones (1) with 3-methoxy-4-(2-furylcarbonyloxy)-benzaldehyde (2) formed 3-alkyl(aryl)-4-[3-methoxy-4-(2-furylcarbonyloxy)-benzylidenamino]-4,5-dihydro-1H-1,2,4-triazol-5-ones (3). Moreover, their five N-acetyl derivatives were synthesized. Besides, 1-(morpholine-4-yl-methyl)-3-alkyl(aryl)-4-[3-methoxy-4-(2-furylcarbonyloxy)-benzylidenamino]-4,5-dihydro-1H-1,2,4-triazol-5-ones (5)/1-(4-methylpiperazin-1-yl-methyl)-3-alkyl(aryl)-4-[3-methoxy-4-(2-furylcarbonyloxy)-benzylidenamino]-4,5-dihydro-1H-1,2,4-triazol-5-ones (6)/1-(piperidine-4-carboxyamide-1-yl-methyl)-3-alkyl(aryl)-4-[3-methoxy-4-(2-furylcarbonyloxy)-benzylidenamino]-4,5-dihydro-1H-1,2,4-triazol-5-ones (7)/N,N′-bis-3-alkyl(aryl)-4-[3-methoxy-4-(2-furylcarbonyloxy)-benzylideneamino]-4,5-dihydro-1H-1,2,4-triazol-5-on-1-yl-methyl}-piperazines (8) were obtained by Mannich reaction between compounds 3 and morpholine/N-methylpiperazine/piperidine-4-carboxyamide/piperazine in the presence of formaldehyde. The newly obtained thirty-four compounds were characterized from IR, 1H NMR, 13C NMR, and MS spectral data. Also, these compounds were evaluated for their in vitro antioxidant activity. Furthermore, in vitro antibacterial activity of the compounds was screened against six bacteria.

  3- 烷基（芳基）-4-氨基-4,5-二氢-1H-1,2,4-三唑-5-酮 (1) 与 3-甲氧基-4-（2-呋喃甲酰氧基）-苯甲醛 (2) 反应生成了 3-烷基（芳基）-4-[3-甲氧基-4-（2-呋喃甲酰氧基）-亚苄基氨基]-4,5-二氢-1H-1,2,4-三唑-5-酮 (3)。此外，还合成了它们的五个 N-乙酰基衍生物。此外，还合成了 1-(吗啉-4-基-甲基)-3-烷基(芳基)-4-[3-甲氧基-4-(2-呋喃甲酰氧基)-亚苄基氨基]-4,5-二氢-1H-1,2,4-三唑-5-酮 (5)/1-(4- 甲基哌嗪-1-基-甲基)-3-烷基(芳基)-4-[3-甲氧基-4-(2-呋喃甲酰氧基)-亚苄基氨基]-4,5-二氢-1H-1,2,4-三唑-5-酮 (6)、5-dihydro-1H-1,2,4-triazol-5-ones (7)/N,N′-bis-3-alkyl(aryl)-4-[3-methoxy-4-(2-furylcarbonyloxy)-benzylideneamino]-4,5-dihydro-1H-1,2,化合物 3 与吗啉/N-甲基哌嗪/哌啶-4-羧酰胺/哌嗪在甲醛存在下发生曼尼希反应，得到了 4,5-二氢-1H-1,2,4-三唑-5-on-1-基-甲基}-哌嗪（8）。根据红外光谱、1H NMR、13C NMR 和 MS 光谱数据对新得到的 34 种化合物进行了表征。此外，还对这些化合物的体外抗氧化活性进行了评估。此外，还筛选了这些化合物对六种细菌的体外抗菌活性。
• Ecofriendly Solventless Synthesis and Reduction Reaction of Some Triazole Compounds and Evaluation of Their Antimicrobial Activity
  作者：Musa Özil、Emre Menteşe、Şengül Alpay Karaoğlu、Bahittin Kahveci

  DOI：10.1080/00397911.2011.632831

  日期：2013.5.3

  Abstract A number of triazole-3-one compounds have been synthesized, and reduction of the carbonyl group in the molecule has been carried out to give a corresponding hydroxyl group that possesses asymmetric carbon atom in good yields and short reaction times. It is ecofriendly because it is produced by straightforward microwave irradiation in the absence of solvent. All newly synthesized compounds

  摘要 已经合成了多种三唑-3-one化合物，并通过还原分子中的羰基得到相应的羟基，该羟基具有不对称碳原子，产率高，反应时间短。它是环保的，因为它是在没有溶剂的情况下通过直接微波辐射生产的。还筛选了所有新合成的化合物的抗微生物活性。抗菌活性研究表明，2d、2i、3c 和 3g-j 对多种微生物显示出良好的活性。补充材料可用于本文。转至出版商的 Synthetic Communications® 在线版以查看免费的补充文件。图形概要