3-(n-丙基氨基)-1-苯基-2-丁烯-1-酮 | 83696-44-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 3-(n-丙基氨基)-1-苯基-2-丁烯-1-酮
• 英文名称: 3-(n-propylamino)-1-phenyl-2-butene-1-one
• 英文别名: 3-(propylamino)-1-phenyl-2-butene-1-one；1-Phenyl-3-(propylamino)but-2-en-1-one；1-phenyl-3-(propylamino)but-2-en-1-one
• CAS: 83696-44-0
• 化学式: C₁₃H₁₇NO
• 分子量: 203.284
• InChiKey: QWZDJXFYRFFVMA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-(n-丙基氨基)-1-苯基-2-丁烯-1-酮 在 sodium hydride 、 三乙胺 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 10.0h， 生成 8-benzoyl-7-methyl-6-propyl-5,6-dihydro-1,6-naphthyridin-5-one
  参考文献：
  名称：

  Practical synthesis of 8-acyl-7-alkyl-1,6-naphthyridin-5(6H)-ones

  摘要：

  Reaction of a set of enaminones with 2-chloronicotinoyl chloride or 2,6-dichloro-5-fluoronicotinoyl chloride mainly leads to N-acylation products which cyclize directly or reacting with sodium hydride to give 8-acyl-7-alkyl-1, 6-naphthyridin-5(6H)-ones. Due to their easy availability these compounds are attractive precursors for synthesis of polycondensed heterocycles like naphtho[2,3-h] [1,6] naphthyridin-5-ones and pyrido [3,2-c] [1,6]naphthyridin-6-ones. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)01028-1
• 作为产物：
  描述：

  正丙胺 、 1-phenyl-3-ethylsulfenyl-2-buten-1-one 以 苯 为溶剂， 反应 15.0h， 以36%的产率得到3-(n-丙基氨基)-1-苯基-2-丁烯-1-酮
  参考文献：
  名称：

  The Substitution Reaction of 2-Alkylthio-1-alkenyl and 2-Alkylsulfinyl-1-alkenyl Ketones with Amines: Preparation of 2-Amino-1-alkenyl Ketones

  摘要：

  DOI：

  10.1055/s-1980-29032

文献信息

• Gold(III) N-Heterocyclic Carbene Complexes Mediated Synthesis of β-Enaminones From 1,3-Dicarbonyl Compounds and Aliphatic Amines
  作者：Manoja K. Samantaray、Chandrakanta Dash、Mobin M. Shaikh、Keliang Pang、Ray J. Butcher、Prasenjit Ghosh

  DOI：10.1021/ic102268n

  日期：2011.3.7

  series of gold(III) N-heterocyclic carbene complexes [1-(R1)-3-(R2)imidazol-2-ylidene]AuBr3 [R1 = i-Pr, R2 = CH2Ph (1c); R1 = mesityl, R2 = CH2Ph (2c); R1 = i-Pr, R2 = CH2COt-Bu (3c), and R1 = t-Bu, R2 = CH2COt-Bu (4c)] act as effective precatalysts in the synthesis of β-enaminones from 1,3-dicarbonyl compounds and primary amines under ambient conditions. Specifically the 1c−4c complexes efficiently

  一系列金（III）N-杂环卡宾络合物[1-（R 1）-3-（R 2）咪唑-2-亚烷基] AuBr 3 [R 1 = i -Pr，R 2 = CH 2 Ph（1c）; R 1 =甲磺酰基，R 2 = CH 2 Ph（2c）；R 1 = i -Pr，R 2 = CH 2 CO t- Bu（3c），R 1 = t -Bu，R 2 = CH 2 CO t- Bu（4c））]在环境条件下作为由1,3-二羰基化合物和伯胺合成β-烯胺酮的有效预催化剂。具体来说，1c - 4c配合物可有效催化多种环状和无环的1,3-二羰基化合物，即乙酰丙酮，苯甲酰丙酮，2-乙酰基环戊酮和2-氧代环戊烷甲酸乙酯与脂肪族伯胺的缩合。 ，甲胺，乙胺，ñ丙胺，我丙胺，和ñ丁胺，在室温下，得到β-烯胺。有趣的是，亲电性金（III）1c - 4c与金（I）对应物1b - 4b相比，该配合物表现出更高的活性。沿着代表性4a - c系列
• Synthesis of functionalized 4-nitroanilines by ring transformation of dinitropyridone with enaminones
  作者：Saki Naito、Soichi Yokoyama、Haruyasu Asahara、Nagatoshi Nishiwaki

  DOI：10.1016/j.tetlet.2017.11.003

  日期：2017.12

  2-Functionalized 4-nitroanilines were readily synthesized by ring transformation using 3,5-dinitro-2-pyridone and enaminones prepared from 1,3-dicarbonyl compounds and amines. Modification of the amino group and the ortho-position could be achieved by simply changing the enaminones. Using this strategy, functional groups such as acetyl, benzoyl, and ethoxycarbonyl groups could be introduced into the

  通过使用由1,3-二羰基化合物和胺制备的3,5-二硝基-2-吡啶酮和烯胺酮，通过环转化，可以轻松合成2-官能化的4-硝基苯胺。氨基和邻位的修饰可以通过简单地改变烯胺酮来实现。使用这种策略，可以将诸如乙酰基，苯甲酰基和乙氧羰基的官能团引入硝基苯胺框架中。
• Singh, H. B.; Tandon, J. P., Indian Journal of Chemistry, Section A: Inorganic, Physical, Theoretical and Analytical, 1987, vol. 26, # 12, p. 1054 - 1055
  作者：Singh, H. B.、Tandon, J. P.

  DOI：——

  日期：——
• The Substitution Reaction of 2-Alkylthio-1-alkenyl and 2-Alkylsulfinyl-1-alkenyl Ketones with Amines: Preparation of 2-Amino-1-alkenyl Ketones
  作者：Takehiko Nishio、Yoshimori Omote

  DOI：10.1055/s-1980-29032

  日期：——
• Practical synthesis of 8-acyl-7-alkyl-1,6-naphthyridin-5(6H)-ones
  作者：Magali Valès、Vladimir Lokshin、Gérard Pèpe、Robert Guglielmetti、André Samat

  DOI：10.1016/s0040-4020(02)01028-1

  日期：2002.10

  Reaction of a set of enaminones with 2-chloronicotinoyl chloride or 2,6-dichloro-5-fluoronicotinoyl chloride mainly leads to N-acylation products which cyclize directly or reacting with sodium hydride to give 8-acyl-7-alkyl-1, 6-naphthyridin-5(6H)-ones. Due to their easy availability these compounds are attractive precursors for synthesis of polycondensed heterocycles like naphtho[2,3-h] [1,6] naphthyridin-5-ones and pyrido [3,2-c] [1,6]naphthyridin-6-ones. (C) 2002 Elsevier Science Ltd. All rights reserved.