N,N’-methylenedibutyramide | 34619-87-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: N,N’-methylenedibutyramide
• 英文别名: N-[butyrylaminomethyl]butyramide；N,N'-Methylen-bis-n-butyramid；bis-butyrylamino-methane；Bis-butyrylamino-methan；N-[(butanoylamino)methyl]butanamide
• CAS: 34619-87-9
• 化学式: C₉H₁₈N₂O₂
• 分子量: 186.254
• InChiKey: OZAUIPJVMOAJPH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  13
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  bis-but-3-enoylamino-methane 在 palladium on activated charcoal 、 乙醇 作用下， 生成 N,N’-methylenedibutyramide
  参考文献：
  名称：

  The Reaction of Formaldehyde with Allyl Chloride

  摘要：

  DOI：

  10.1021/ja01167a533

文献信息

• A straightforward synthesis of methylenebisamides from amides and DMSO with a substoichiometric amount of (COCl)2
  作者：Hao Wang、Sen Liang、Yutong Wang、Shuai Peng、Yongguo Liu、Baoguo Sun、Hongyu Tian、Ning Li

  DOI：10.1016/j.molstruc.2022.133184

  日期：2022.9

  The preparation of methylenebisamides has been achieved by the reaction of amides with dimethyl sulfoxide (DMSO) in the presence of a substoichiometric amount of (COCl)2 in toluene at reflux. Various amides, including aliphatic and aryl amides, lactams, and carbamates, can be converted to the corresponding methylenebisamides in good to high yields. It is proposed that HCHO generated in situ from the

  亚甲基双酰胺的制备已通过酰胺与二甲亚砜 (DMSO) 在甲苯中亚化学计量的 (COCl) 2存在下回流反应来实现。各种酰胺，包括脂肪族和芳基酰胺、内酰胺和氨基甲酸酯，可以以良好至高产率转化为相应的亚甲基双酰胺。建议由 (COCl) 2催化的 DMSO 分解原位生成的 HCHO与酰胺反应生成双酰胺，该双酰胺由 DMSO 分解中产生的质子促进，无需任何额外的催化剂。与 DMSO- d6的反应也以高产率产生相应的亚甲基双酰胺-d2 。
• 10.1021/acs.joc.3c02769
  作者：Sini、Arun、Shinu

  DOI：10.1021/acs.joc.3c02769

  日期：——

  A novel and efficient fragment-based assembly of symmetrical bis-peptidotraizoles has been developed based on double Sharpless azide–alkyne click chemistry. A new Cu(II) catalyzed protocol with a wide substrate scope was developed for accessing the symmetrical alkylidene bis-azidoamide fragment that yields the products in very good yields at room temperature without employing column purifications.

  基于双 Sharpless 叠氮化物-炔点击化学，开发了一种新颖且高效的对称双肽三唑基于片段的组装。开发了一种具有广泛底物范围的新 Cu(II) 催化方案，用于获取对称的亚烷基双叠氮酰胺片段，该片段在室温下无需柱纯化即可以非常好的收率产生产物。使用另一种 Cu(II) 催化的室温 MCR 方案获得炔丙基化 β-乙酰胺酮片段。对称亚烷基双叠氮酰胺与炔丙基化β-乙酰胺酮片段的快速双击反应（2小时）导致形成不寻常的对称双肽三唑。
• Acid-catalyzed Reactions of Nitriles. I. The Reaction of Nitriles with Formaldehyde¹
  作者：Eugene E. Magat、Burt F. Faris、John E. Reith、L. Frank Salisbury

  DOI：10.1021/ja01147a042

  日期：1951.3
• An Improved Synthesis of Symmetrical N,N′-Alkylidene-bis-amides
  作者：Everett R. GILBERT

  DOI：10.1055/s-1972-21820

  日期：——
• MULTIPLE MODIFIED DERIVATIVES OF GELATIN AND CROSSLINKED MATERIAL THEREOF
  申请人：Song Chan

  公开号：US20090306345A1

  公开（公告）日：2009-12-10

  The disclosed is a kind of multiple modified derivatives of gelatin having not only the structure of formula (I) but also one of structures of formula (II), (III), and (IV) as well. Wherein, G refers to gelatin residue comprising type A, type B and the type of gene recombination; R 1 refers to alkylene, or a linkage group with amide; R 2 refers to alkyl, or aryl; R 3 refers to alkylene; R 4 refers to carboxyl or carboxylate. The multiple modifying ways of gelatin comprise the hydrophobic modification on the amino group of gelatin through amide bond, carboxylation on the amino group of gelatin through amide bond, thiolation on the carboxyl group of gelatin, and thiolation following carboxylation on amino group of gelatin through amide bond. In addition, the invention also discloses the crosslinked material made of multiple modified derivatives of gelatin. The multiple modified derivatives of gelatin have flexible chemical structures and many properties. Their crosslinked gelatin material can be used the matrix for cell growth etc.