N-(1-氰基-1,2-二甲基丙基)苯甲酰胺 | 107640-56-2

• 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: N-(1-氰基-1,2-二甲基丙基)苯甲酰胺
• 英文名称: N-(1-Cyano-1,2-dimethylpropyl)benzamid
• 英文别名: N-(1-cyano-1,2-dimethylpropyl)benzamide；N-(2-cyano-3-methylbutan-2-yl)benzamide
• CAS: 107640-56-2
• 化学式: C₁₃H₁₆N₂O
• mdl: MFCD24388846
• 分子量: 216.283
• InChiKey: RRVGUGYNGPSBMM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.384
• 拓扑面积：
  52.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(1-氰基-1,2-二甲基丙基)苯甲酰胺 在 硫化氢 、 氨 作用下， 以 水 为溶剂， 反应 5.0h， 以37%的产率得到4-Isopropyl-4-methyl-2-phenyl-2-imidazolin-5-thion
  参考文献：
  名称：

  合成von 4,4-disubituierten 1,3-Thiazol-5（4 H）-thionen

  摘要：

  4,4-二取代的1,3-噻唑-5（4 H）-硫酮的合成

  DOI：

  10.1002/hlca.19860690217
• 作为产物：
  描述：

  3-甲基-2-丁酮 在 ammonium hydroxide 、 碳酸氢钠 、 氯化铵 作用下， 以 甲醇 、 甲基叔丁基醚 为溶剂， 生成 N-(1-氰基-1,2-二甲基丙基)苯甲酰胺
  参考文献：
  名称：

  Synthesis of Enantiopure Fmoc-α-Methylvaline

  摘要：

  An efficient synthesis of enantiopure Fmoc-alpha-methylvaline has been developed. The racemate was prepared in two steps from 3-methyl-2-butanone and was resolved using a chiral amine, (S)1,2,3,4-tetrahydro-1-naphthylamine to give the desired, enantiopure S-isomer in 23% overall yield.

  DOI：

  10.1021/op700286u

文献信息

• Process for the preparation of amides
  申请人：Ihara Chemical Industry Co., Ltd.

  公开号：US06504046B1

  公开（公告）日：2003-01-07

  A process for producing an amide compound of the following formula by reacting a nitrile compound of the formula with an acid to obtain an oxazolinone compound of the formula and reacting the oxazolinone compound with a carboxy compound of the formula in the presence of a base.

  通过将具有以下公式的腈化合物与酸反应以获得具有以下公式的噁唑烷酮化合物，然后在碱的存在下将噁唑烷酮化合物与具有以下公式的羧基化合物反应，生产以下公式的酰胺化合物的过程。
• PROCESS FOR THE PREPARATION OF AMIDES
  申请人：IHARA CHEMICAL INDUSTRY CO., LTD.

  公开号：EP1092705A1

  公开（公告）日：2001-04-18

  The present invention aims at providing important intermediates used in production of a phenylalkanoic acid amide compound showing an excellent fungicidal effect; and novel and simple processes for producing such an intermediate or a raw material compound used in production of the intermediate. The present invention relates to a process for producing an amide compound represented by the following general formula [wherein R is an alkyl group, a cycloalkyl group, a haloalkyl group, an aryl group, a substituted aryl group, an arylalkyl group, a substituted arylalkyl group, an (aryl)(alkoxy)alkyl group or a (substituted aryl)(alkoxy)alkyl group; R1 and R2 are each independently an alkyl group, a cycloalkyl group, a haloalkyl group, an arylalkyl group, a substituted arylalkyl group, an aryl group, a substituted aryl group or a hydrogen atom, and may bond with each other to form a ring together with the carbon atom with which they bond; and R3 is an alkyl group, a cycloalkyl group, a haloalkyl group, an arylalkyl group, a substituted arylalkyl group, an aryl group, a substituted aryl group or a hydrogen atom], which process comprises reacting a nitrile compound represented by the following general formula (wherein R, R1 and R2 each have the same definition as given above) with an acid to give rise to intramolecular ring closure to obtain an oxazolinone compound represented by the following general formula (wherein R, R1 and R2 each have the same definition as given above), and reacting the oxazolinone compound with a carboxy compound represented by the following general formula (wherein Y is a hydrogen atom, a carboxyl group or a salt of the carboxyl group; and R3 has the same definition as given above) in the presence of a base.

  本发明旨在提供用于生产具有优异杀菌效果的苯烷酸酰胺化合物的重要中间体；以及生产这种中间体或用于生产这种中间体的原料化合物的新颖而简单的工艺。 本发明涉及一种生产由以下通式表示的酰胺化合物的工艺 [其中 R 是烷基、环烷基、卤代烷基、芳基、取代的芳基、芳烷基、取代的芳烷基、 （芳基）（烷氧基）烷基或（取代的芳基）（烷氧基）烷基；R1 和 R2 各自独立地为烷基、环烷基、卤代烷基、芳烷基、取代芳烷基、芳基、取代芳基或氢原子，并可相互键合，与键合的碳原子一起形成环；和 R3 是烷基、环烷基、卤代烷基、芳烷基、取代芳烷基、芳基、取代芳基或氢原子]，该工艺包括使以下通式表示的腈化合物反应 (其中 R、R1 和 R2 的定义同上）与酸反应，产生分子内环闭合，得到下式通式所代表的噁唑啉酮化合物 (其中 R、R1 和 R2 的定义同上），并将该噁唑啉酮化合物与下式通式所代表的羧基化合物反应 (其中 Y 为氢原子、羧基或羧基盐；R3 的定义与上述相同）在碱存在下反应。
• JENNY, CH.;HEIMGARTNER, H., HELV. CHIM. ACTA, 1986, 69, N 2, 374-388
  作者：JENNY, CH.、HEIMGARTNER, H.

  DOI：——

  日期：——
• US6504046B1
  申请人：——

  公开号：US6504046B1

  公开（公告）日：2003-01-07
• Synthesis of Enantiopure Fmoc-α-Methylvaline
  作者：Lianhe Shu、Ping Wang

  DOI：10.1021/op700286u

  日期：2008.3.1

  An efficient synthesis of enantiopure Fmoc-alpha-methylvaline has been developed. The racemate was prepared in two steps from 3-methyl-2-butanone and was resolved using a chiral amine, (S)1,2,3,4-tetrahydro-1-naphthylamine to give the desired, enantiopure S-isomer in 23% overall yield.