5-amino-4-hexen-3-one | 114042-88-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-amino-4-hexen-3-one
• 英文别名: (4Z)-5-amino-4-hexen-3-one；(Z)-5-aminohex-4-en-3-one
• CAS: 114042-88-5
• 化学式: C₆H₁₁NO
• 分子量: 113.159
• InChiKey: CAVGDVLMRCBPRF-PLNGDYQASA-N

物化性质

• 沸点：
  194.5±23.0 °C(Predicted)
• 密度：
  0.929±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  8
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  43.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-amino-4-hexen-3-one 在 sodium ethanolate 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 7.0h， 生成 乙基3-乙基-5-甲基-1H-吡咯-2-羧酸酯
  参考文献：
  名称：

  The Reaction of b-Aminoenones with a-Amino Derivatives. Synthesis of 2-Functionalized Pyrroles

  摘要：

  DOI：

  10.3987/com-90-5332
• 作为产物：
  描述：

  5-ethyl-3-methylisoxazole 在 palladium on activated charcoal 氢气 作用下， 以80%的产率得到5-amino-4-hexen-3-one
  参考文献：
  名称：

  Alberola, Angel; Andres, Celia; Ortega, Alfonso Gonzalez, Journal of Heterocyclic Chemistry, 1984, vol. 21, p. 1575 - 1576

  摘要：

  DOI：

文献信息

• Tetrabutylammonium hydrogen sulfate catalyzed eco-friendly and efficient synthesis of glycosyl 1,4-dihydropyridines
  作者：Neetu Tewari、Namrata Dwivedi、Rama P. Tripathi

  DOI：10.1016/j.tetlet.2004.10.057

  日期：2004.11

  An efficient and eco-friendly synthesis of glycosyl 1,4-dihydropyridines has been achieved by a three-component reaction of β-keto esters or ketones, enamines and glycosyl aldehydes in the presence of tetrabutylammonium hydrogen sulfate as catalyst in diethylene glycol.

  在二甘醇中以硫酸四丁基铵为催化剂，通过β-酮酯或酮，烯胺和糖基醛的三组分反应，已实现了糖基1,4-二氢吡啶的高效环保合成。
• An Improved Synthesis of 2<i>H</i>-1,2,6-Thiadiazine 1,1-Dioxides by Condensation of β-Amino and β-Chloro α,β-Unsaturated Ketones with Sulfamides
  作者：Angel Alberola、José M. Andrés、Alfonso González、Rafael Pedrosa、Martina Vicente

  DOI：10.1055/s-1991-26464

  日期：——

  Symmetrically substituted β-amino α, β-unsaturated ketones react with sulfamide giving 2H-1,2,6-thiadiazine 1,1-dioxides in excellent yields. Unsymmetrically substituted β-amino and β-chloro α, β-unsaturated ketones also react with benzylsulfamide to yield thiadiazine derivatives in good chemical yields and excellent regioselectivity.

  对称取代的δ²-氨基δ±、δ²-不饱和酮与磺酰胺反应，生成 2H-1,2,6-噻二嗪 1,1-二氧化物，收率极高。不对称取代的δ²-氨基和δ²-氯δ±, δ²-不饱和酮也能与苄基磺酰胺反应，生成噻二嗪衍生物，化学收率高，具有极好的区域选择性。
• Alkanoylpyridinones useful as cardiotonics and preparation thereof
  申请人：STERLING DRUG INC.

  公开号：EP0089022A2

  公开（公告）日：1983-09-21

  3-Q-4-R2-5-(Lower-alkanoyl)-6-(lower-alkyt)-2(1H)-pyridinones (I), useful as cardiotonics, where Q is hydrogen or cyano, R2 is hydrogen or methyl, are prepared by reacting 2-(lower-alkanoyl)-1-(lower-alkyl)ethenamine (II) with lower-alkyl 2-propynoate or 2-butynoate respectively or by hydrolyzing 4-R2-5-(lower-alkanoyl)-6-(lower-alkyl)-1,2-dihydro-2- oxonicotinonitrile or corresponding 4-R2-5-(lower-alkanoyl)-6-(lower-alkyl)-1,2-dihydro-2-oxonicotinamide to produce the corresponding 5-(lower-alkanoyl)-6-(lower-alkyl)-1,2-dihydro-2-oxonicotonic acid and decarboxylating said substituted nicotinic acid to produce I. Also shown and claimed is methyl 4-acetyl-5-amino-2,4-hexadienoate or acid-addition salt thereof, useful as intermediate or cardiontonic.

  3-Q-4-R2-5-(低级烷酰基)-6-(低级烷基)-2(1H)-吡啶酮 (I)，可用作强心剂，其中 Q 为氢或氰基，R2 为氢或甲基、分别通过 2-(低级烷酰基)-1-(低级烷基)乙烯胺 (II) 与低级烷基 2-丙炔酸酯或 2-丁炔酸酯反应，或通过水解 4-R2-5-(低级烷酰基)-6-(低级烷基)-1、或相应的 4-R2-5-(低级烷酰基)-6-(低级烷基)-1,2-二氢-2-氧代烟酰胺水解生成相应的 5-(低级烷酰基)-6-(低级烷基)-1,2-二氢-2-氧代烟酸，并将所述取代的烟酸脱羧生成 I。图中还显示并要求得到 4-乙酰基-5-氨基-2,4-己二烯酸甲酯或其酸加成盐，可用作中间体或心酮酸。
• 5-Alkyl-1,6-naphthyridin-2(1H)-ones, intermediates, their preparation and their cardiotonic use
  申请人：STERLING DRUG INC.

  公开号：EP0101952A1

  公开（公告）日：1984-03-07

  Naphthyridines of formula (I) , where R is -alkyl, R' is hydrogen or methyl, R" is hydrogen or alkyl, and Q is hydrogen, hydroxy, amino, cyano, carbamyl, carboxy or aminocarbamyl, are useful as cardiotonic agents (1, Q is hydrogen, hydroxy, amino, cyano or carbamyl) and/or intermediates therefor (I, Q is carboxy, aminocarbamyl, hydrogen, amino, cyano or carbamyl). Also shown are pyridinones of formula II where R and R' are as above and Q' is hydrogen or cyano, which are useful as cardiotonics (II, Q' is hydrogen) and/or intermediates (II, Q' is cyano or hydrogen). Processes for preparing the compounds of Formulas I and II are shown.

  式(I)的萘啶类化合物 其中 R 为烷基，R'为氢或甲基，R "为氢或烷基，Q 为氢、羟基、氨基、氰基、氨甲酰、羧基或氨基甲酰，可用作强心剂（1，Q 为氢、羟基、氨基、氰基或氨基甲酰）和/或其中间体（I，Q 为羧基、氨基甲酰、氢、氨基、氰基或氨基甲酰）。图中还显示了式 II 的吡啶酮类化合物 其中 R 和 R'如上，Q'为氢或氰基，可用作强心剂（II，Q'为氢）和/或中间体（II，Q'为氰基或氢）。所示为制备式 I 和 II 化合物的工艺。
• 2(1H)-Pyridin-ones useful as intermediates
  申请人：STERLING DRUG INC.

  公开号：EP0204335A2

  公开（公告）日：1986-12-10

  3-Q'-4-R'-5-(RCO)-6-[2-(di-lower-alkylamino) ethenyl]-2(1 H)-pyridinones (II) or salts thereof, where R is lower-alkyl, R" is hydrogen or methyl, and Q' is cyano are useful as intermediates for preparing 1-R"-3-Q-4-R'-5-R-1,6-naphthyridin-2(1H)-ones (I) or salts thereof, which are useful as cardiotonic agents (I, Q is hydrogen, hydroxy, amino, cyano or carbamyl). Processes for preparing the compounds of formula II are shown.

  3-Q'-4-R'-5-(RCO)-6-[2-(二低烷基氨基)乙烯基]-2(1H)-吡啶酮 (II) 或其盐，其中 R 是低级烷基，R" 是氢或甲基、Q'为氰基）的中间体，可用于制备 1-R"-3-Q-4-R'-5-R-1,6-萘啶-2(1H)-酮（I）或其盐，后者可用作强心剂（I，Q 为氢、羟基、氨基、氰基或氨甲酰）。所示为制备式 II 化合物的工艺。