ethyl 6-oxo-1,4,5,6-tetrahydropyridazine-3-carboxylate | 89943-56-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: ethyl 6-oxo-1,4,5,6-tetrahydropyridazine-3-carboxylate
• 英文别名: 6-Aethoxycarbonyl-4.5-dihydro-pyridazin-3-on；6-Carboaethoxy-4,5-dihydro-3-pyridazinon；6-Oxo-1.4.5.6-tetrahydro-pyridazin-carbonsaeure-(3)-aethylester；6-oxo-1,4,5,6-tetrahydro-pyridazine-3-carboxylic acid ethyl ester；6-Oxo-1,4,5,6-tetrahydro-pyridazin-3-carbonsaeure-aethylester；ethyl 6-oxo-4,5-dihydro-1H-pyridazine-3-carboxylate
• CAS: 89943-56-6
• 化学式: C₇H₁₀N₂O₃
• mdl: MFCD18432276
• 分子量: 170.168
• InChiKey: SPFGDKHPRVYLNM-UHFFFAOYSA-N

物化性质

• 熔点：
  135 °C
• 密度：
  1.34±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.571
• 拓扑面积：
  67.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 6-oxo-1,4,5,6-tetrahydropyridazine-3-carboxylate 在 一水合肼 作用下， 生成 1,4,5,6-tetrahydro-6-pyridazinone-3-carboxylic acid hydrazide
  参考文献：
  名称：

  Satoda et al., Yakugaku Kenkyu, 1956, vol. 28, p. 609,611, 612

  摘要：

  DOI：
• 作为产物：
  描述：

  2-氧代戊烷-1,5-二甲酸二乙酯 在 乙醇 、 一水合肼 作用下， 生成 ethyl 6-oxo-1,4,5,6-tetrahydropyridazine-3-carboxylate
  参考文献：
  名称：

  Gault et al., Bulletin de la Societe Chimique de France, 1954, p. 916

  摘要：

  DOI：

文献信息

• New Entry for Synthesis of N-Acylhydrazones, Pyridazinones, and 1,3,4-Oxadiazin-6-ones from .ALPHA.-Amino Acid Esters
  作者：Eiko Yasui、Masao Wada、Norio Takamura

  DOI：10.1248/cpb.55.1652

  日期：——

  Versatile electrophiles N-acylhydrazones are synthesized via diazotization, reduction, and acylation of α-amino acid esters. Reduction of diazo esters with L-selectride® or tributylphosphine affords the corresponding hydrazones in good yields. Both reducing agents give anti-hydrazones as the major product although the reactivity of each reductant is slightly different. The resulting hydrazones are acylated to give N-acylhydrazones, which are subjected to further reactions to give 1,3,4-oxadiazin-6-ones that serve as useful synthetic intermediates for the Diels–Alder reaction.

  通过对 α-氨基酸酯进行重氮化、还原和酰化，可合成多功能亲电体 N-酰肼。用 L-selectride® 或三丁基膦还原重氮酯，可以得到相应的肼，而且收率很高。尽管每种还原剂的反应性略有不同，但两种还原剂都会产生主要产物反肼。生成的肼经酰化后可得到 N-酰肼，再经进一步反应可得到 1,3,4-恶二嗪-6-酮，它们是 Diels-Alder 反应的有用合成中间体。
• Teotino; Cignarella, Gazzetta Chimica Italiana, 1959, vol. 89, p. 1200,1204, 1206
  作者：Teotino、Cignarella

  DOI：——

  日期：——
• A novel method for the synthesis of 3,4-disubstitutedpyrrole-2,5-dicarboxylates from hydrazones derived from α-diazo esters
  作者：Eiko Yasui、Masao Wada、Shinji Nagumo、Norio Takamura

  DOI：10.1016/j.tet.2013.03.037

  日期：2013.5

  Hydrazones obtained from alpha-diazo esters were converted to pyrroles when heated with thionyl chloride in alcohol. Among hydrazones, those substituted with a benzene ring on the beta-carbon to the ester are likely to give pyrroles in good yields. (C) 2013 Elsevier Ltd. All rights reserved.
• Satoda et al., Yakugaku Kenkyu, 1956, vol. 28, p. 609,611, 612
  作者：Satoda et al.

  DOI：——

  日期：——
• Gault et al., Bulletin de la Societe Chimique de France, 1954, p. 916
  作者：Gault et al.

  DOI：——

  日期：——