N-甲基-N-(甲基氨基甲酰基)乙酰胺 | 89530-77-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机碳酸及其衍生物
• 中文名称: N-甲基-N-(甲基氨基甲酰基)乙酰胺
• 英文名称: N-acetyl-N,N'-dimethylurea
• 英文别名: 1-acetyl-1,3-dimethylurea；N-acetyl-N,N'-dimethyl-urea；N-Acetyl-N,N'-dimethyl-harnstoff；N-methyl-N-(methylcarbamoyl)acetamide
• CAS: 89530-77-8
• 化学式: C₅H₁₀N₂O₂
• mdl: MFCD00068769
• 分子量: 130.147
• InChiKey: STBNWEYNSYFYJF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  49.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-甲基-N-(甲基氨基甲酰基)乙酰胺 在 五氯化磷 作用下， 以 苯 为溶剂， 反应 24.0h， 以61%的产率得到4,4,6-trichloro-1,2,3,4-tetrahydro-1,3-dimethyl-2-oxo-1,3,4-diazaphosphorin-4-ium hexachlorophosphate
  参考文献：
  名称：

  Dmitrichenko, M. Yu.; Rozinov, V. G.; Donskikh, V. I., Journal of general chemistry of the USSR, 1988, vol. 58, # 10, p. 2004 - 2012

  摘要：

  DOI：
• 作为产物：
  描述：

  3,4-dihydro-3,5,6-trimethyl-2,4-dioxo-2H-1,3,5-oxadiazinium hexachloroantimonate 在 碳酸氢钠 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以80%的产率得到N-甲基-N-(甲基氨基甲酰基)乙酰胺
  参考文献：
  名称：

  On the Reaction of Acylium Salts with Isocyanates

  摘要：

  Alkyl isocyanates (3) react with acylium salts (2) in a 2:1 ratio to furnish 3,4-dihydro-2,4-dioxo-2H-1,3,5-oxadiazinium salts 4. These cyclic N-acyliminium salts are decomposed with catalytic amounts of water to give either oxadiazinium salts 5 or pyrimidinium salts 7. With aqueous base compounds 4 are transformed into acylureas 6. Hetero substituted open chain N-acyliminium salts (8a,11c,12c,13f,15g,16a) are produced from 4 by treatment with heteronucleophiles such as methanol, p-anisidine, p-cresol, thiophenol, 1,3-dimethylurea, or benzohydrazide, respectively. Excess of nucleophile furnishes further degradation products of 4, e.g. oxonium salts (9a) and iminium salts (14f).

  DOI：

  10.1002/prac.19953370182

文献信息

• First Practical Synthesis of Formamidine Ureas and Derivatives
  作者：Amy S. Ripka、David D. Díaz、K. Barry Sharpless、M. G. Finn

  DOI：10.1021/ol034287r

  日期：2003.5.1

  Isonitriles and ureas undergo a condensation reaction in the presence of acid chlorides to give formamidine ureas, for which no general synthetic routes currently exist. A mechanism is proposed in which the key intermediate is an electrophilic adduct of isonitrile and acid chloride. The process is tolerant of moderate variability in the nature of the components, and access to formamidine ureas of varying

  异腈和脲在酰氯存在下进行缩合反应，生成甲am脲，目前尚无一般的合成路线。提出了一种机制，其中关键的中间体是异腈和酰氯的亲电子加合物。该方法耐受组分性质的适度变化，并且通过与胺的容易的交换反应进一步提高了获得具有不同取代模式的甲am脲的途径。[反应：看文字]
• Preparation and reaction of uracil substituted cyclen and cyclam: formation of tricyclic guanidinium and dihydroimidazolium salts
  作者：Soichiro Watanabe、Ayako Komori、Masayuki Saito、Akira Uchida

  DOI：10.1016/j.tet.2009.12.038

  日期：2010.2

  Di-urcil substituted cyclen derivatives were prepared by the reaction of cyclen with 6-chloro-1-methyluracil or 6-chloro-1,3-dimethyluracil The reaction of cyclam with 6-chloro-1,3-dimethyluracil gave a similar di-uracil substituted cyclam. The 1,7 di-uracil substituted cyclen was converted to the tricyclic guanidinium salt and acylurea upon heating in DMSO in the presence of weak acid. The 1,8-di-uracil Substituted cyclam gave a tricyclic dihydrioimidazolium Salt Under the same conditions These reactions can be explained by an intramolecular Uracil ring-breaking reaction mechanism (C) 2009 Elsevier Ltd All rights reserved
• Ballard et al., Proceedings of the Royal Society of London, Series A: Mathematical, Physical and Engineering Sciences, 1955, vol. 227, p. 155,164, 165, 172-176
  作者：Ballard et al.

  DOI：——

  日期：——
• 1-(TERT-BUTYLIMINO-METHYL)-1,3-DIMETHYL-UREA HYDROCHLORIDE
  作者：Díaz, David D.、Ripka, Amy S.、Finn, M. G.、Laurich, Daniel、Seidel, Günter、Fürstner, Alois

  DOI：10.15227/orgsyn.082.0059

  日期：——
• EGG, H.;VOLGGER, I., SYNTHESIS, BRD, 1982, N 12, 1071-1073
  作者：EGG, H.、VOLGGER, I.

  DOI：——

  日期：——