N-(1-甲氧基乙基)甲酰胺 | 38591-94-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: N-(1-甲氧基乙基)甲酰胺
• 英文名称: N-(α-methoxyethyl)formamide
• 英文别名: N-(1-methoxyethyl)-formamide；N-(1-methoxyethyl)formamide
• CAS: 38591-94-5
• 化学式: C₄H₉NO₂
• mdl: MFCD19216882
• 分子量: 103.121
• InChiKey: OBSOFSUMTBYDCT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  7
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(1-甲氧基乙基)甲酰胺 以92%的产率得到N-乙烯基甲酰胺
  参考文献：
  名称：

  US5959148

  摘要：

  公开号：
• 作为产物：
  描述：

  N-(1-羟基乙基)甲酰胺 以 甲醇 为溶剂， 生成 N-(1-甲氧基乙基)甲酰胺
  参考文献：
  名称：

  Process for producing N-substituted formamides

  摘要：

  本文披露了一种生产由以下式子表示的N-取代甲酰胺的过程：##STR1## 其中，R表示氢原子或一级或二级醇的残基基团，包括以下步骤：在碱性催化剂存在下，将甲酰胺与乙醛反应，如果需要，进一步在酸性催化剂存在下将形成的产物N-(α-羟乙基)甲酰胺与一级或二级醇反应。

  公开号：

  US04567300A1

文献信息

• α-Amidoalkylating Agents from <i>N</i>-Acyl-α-amino Acids: 1-(<i>N</i>-Acylamino)alkyltriphenylphosphonium Salts
  作者：Roman Mazurkiewicz、Jakub Adamek、Agnieszka Październiok-Holewa、Katarzyna Zielińska、Wojciech Simka、Anna Gajos、Karol Szymura

  DOI：10.1021/jo202534u

  日期：2012.2.17

  electrochemical decarboxylative α-methoxylation of N-acyl-α-amino acids (Hofer–Moest reaction) was investigated. For most proteinogenic and all studied unproteinogenic α-amino acids, very good results were obtained using a substoichiometric amount of SiO2–Pip as the base. Only in the cases of N-acylated cysteine, methionine, and tryptophan, attempts to carry out the Hofer–Moest reaction in the applied conditions

  N-酰基-α-氨基酸可通过两步过程有效地转化为1- N-（酰基氨基）烷基三苯基phosph盐，这是一种新型的功能强大的α-酰胺基烷基化剂。α-氨基酸结构，所用碱[MeONa或硅胶负载的哌啶（SiO 2 -Pip）]以及主要电解参数（电流密度，电荷消耗）对电化学收率和选择性的影响研究了N-酰基-α-氨基酸的脱羧α-甲氧基化（Hofer-Moest反应）。对于大多数蛋白原性和所有研究的非蛋白原性α-氨基酸，使用亚化学计量的SiO 2 -Pip作为碱均能获得很好的结果。仅在N的情况下酰化的半胱氨酸，蛋氨酸和色氨酸在所应用的条件下进行Hofer-Moest反应的尝试失败了，这可能是因为这些α-氨基酸对侧链上的电化学氧化敏感。通过在室温下将等摩尔量的N-（1-甲氧基烷基）酰胺和四氟硼酸三苯基phosph溶解在CH 2 Cl 2中30分钟，将N-（1-甲氧基烷基）酰胺的甲氧基有效地置换为三苯基phosph基团，然后用Et
• Process for the preparation of N-.alpha.-alkoxyalkyl-carboxamides, and
  申请人：Hoechst Aktiengesellschaft

  公开号：US04334097A1

  公开（公告）日：1982-06-08

  N-.alpha.-Alkoxyalkyl-carboxamides are prepared by reacting primary or secondary amides of aliphatic, araliphatic or aromatic carboxylic acids, or cyclic carboxamides (lactams) which are not capable of forming an aromatic system, with open-chain .alpha.-halogenoalkyl ethers with at least 3 C atoms per molecule, in the presence of tertiary amines. N,N-Bis-.alpha.-alkoxyalkylcarboxamides can also be obtained from the primary carboxiamides. The reaction products, of which the compounds V and VI: ##STR1## wherein R.sup.4 =C.sub. -C.sub.4 -alkyl and R.sup.5 =CH.sub.3 or C.sub.2 H.sub.5, are new, are intermediates mainly for the preparation of N-alkenyl- or N-vinyl-carboxamides, of which, in turn, the compounds VII are new: ##STR2## The N-alkenyl- or N-vinyl-carboxamides can themselves be processed to give valuable homopolymers and copolymers.

  N-.alpha.-Alkoxyalkyl-羧酰胺是通过将脂肪族、芳基脂肪族或芳香族羧酸的一级或二级酰胺，或者不能形成芳香体系的开链α-卤代烷醚与每个分子至少有3个碳原子的环状羧酰胺（内酰胺）在三级胺存在下反应制备的。N,N-双α-烷氧基烷基羧酰胺也可以从一级羧胺中得到。其中化合物V和VI的反应产物是新的，其中R⁴=C-C⁴-烷基且R⁵=CH₃或C₂H₅，主要用于制备N-烯基或N-乙烯基羧酰胺的中间体，其中化合物VII又是新的。N-烯基或N-乙烯基羧酰胺本身可以加工成有价值的均聚物和共聚物。
• Process for the preparation of N-vinyl-N-alkyl-carboxylic acid amides
  申请人：Hoechst Aktiengesellschaft

  公开号：US04322271A1

  公开（公告）日：1982-03-30

  N-Vinyl-N-alkyl-carboxylic acid amides are prepared, starting from N-ethyl-carboxylic acid amides, in a 3-stage process consisting of the following stages: (a) anodic alkoxylation of the N-ethyl-carboxylic acid amides to give N-.alpha.-alkoxyethyl-carboxylic acid amides; (b) alkylation of these N-.alpha.-alkoxyethyl-carboxylic acid amides with an alkyl halide or dialkyl sulfate in an alkaline medium to give N-.alpha.-alkoxyethyl-N-alkyl-carboxylic acid amides; and (c) splitting off of alcohol from the products of stage (b) by heating to temperatures between about 60.degree. and about 350.degree. C. Instead of stages (b) and (c), it is also possible to carry out the following stages after stage (a): (b.sub.1) splitting off of alcohol from the N-.alpha.-alkoxyethylcarboxylic acid amides obtained in stage (a) by heating to temperatures of about 60.degree. to about 600.degree. C., to give N-vinyl-carboxylic acid amides; and (c.sub.1) alkylation of these N-vinyl-carboxylic acid amides by reaction with an alkylating agent of the same type as in stage (b) in an alkaline medium. The N-vinyl-N-alkyl-carboxylic acid amides obtained by the process are valuable intermediate products, in particular for the manufacture of homopolymers and copolymers with interesting properties.

  N-乙基羧酸酰胺经过3个阶段的过程制备N-乙烯基-N-烷基-羧酸酰胺，包括以下阶段：(a) 将N-乙基羧酸酰胺进行阳极烷氧基化，得到N-α-烷氧乙基羧酸酰胺；(b) 在碱性介质中用烷基卤化物或二烷基硫酸盐烷基化这些N-α-烷氧乙基羧酸酰胺，得到N-α-烷氧乙基-N-烷基羧酸酰胺；(c) 通过加热至约60度至约350度C的温度，从(b)阶段产物中分离出醇。在(a)阶段之后，也可以执行以下阶段代替(b)和(c)阶段：(b.sub.1) 将在(a)阶段获得的N-α-烷氧乙基羧酸酰胺加热至约60度至约600度C，分离出醇，得到N-乙烯基羧酸酰胺；(c.sub.1) 将这些N-乙烯基羧酸酰胺在碱性介质中通过与与(b)阶段相同类型的烷基化剂反应进行烷基化。该过程获得的N-乙烯基-N-烷基-羧酸酰胺是有价值的中间产物，特别适用于制造具有有趣性能的均聚物和共聚物。
• Preparation of N-.alpha.-alkoxyethylformamides
  申请人：BASF Aktiengesellschaft

  公开号：US04670591A1

  公开（公告）日：1987-06-02

  N-.alpha.-alkoxyethylformamides of the formula ##STR1## where R is C.sub.1 -C.sub.18 -alkyl, are prepared by reacting a vinyl ether of the formula CH.sub.2 .dbd.CH--OR (II), where R has the meaning stated in the formula I, with formamide in the presence of an acidic or basic catalyst at from -10.degree. to 150.degree. C.

  根据上述公式，其中R为C.sub.1 -C.sub.18 -烷基，通过在-10度至150度C温度下，在酸性或碱性催化剂存在下，将具有公式CH.sub.2 .dbd.CH--OR (II)的乙烯醚（其中R的含义如公式I所述）与甲酰胺反应制备N-α-烷氧基乙酰胺。
• ONE STEP SYNTHESIS OF α-AMINOALKYLFURANS AND ITS APPLICATION TO A FACILE SYNTHESIS OF PYRIDOXINE (VITAMIN B₆)
  作者：Tatsuya Shono、Yoshihiro Matsumura、Kenji Tsubata、Jiro Takata

  DOI：10.1246/cl.1981.1121

  日期：1981.8.5

  One step synthesis of α-aminoalkylfurans was achieved by the reaction of α-methoxyurethanes or α-methoxyamides with furan. This method was applied to an efficient synthesis of pyridoxine.

  通过α-甲氧基氨基甲酸酯或α-甲氧基酰胺与呋喃的反应一步合成了α-氨基烷基呋喃。该方法应用于吡哆醇的高效合成。