N,N-diethyl-N'-methoxycarbonylsulfenyl urea | 1338229-22-3

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫代羰基化合物
• 英文名称: N,N-diethyl-N'-methoxycarbonylsulfenyl urea
• 英文别名: Methyl (diethylcarbamoylamino)sulfanylformate；methyl (diethylcarbamoylamino)sulfanylformate
• CAS: 1338229-22-3
• 化学式: C₇H₁₄N₂O₃S
• 分子量: 206.266
• InChiKey: QRHXCFGPCJDHPO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  13
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  83.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  methoxycarbonylsulfanyl isocyanate 、 二乙胺 反应 1.0h， 以80%的产率得到N,N-diethyl-N'-methoxycarbonylsulfenyl urea
  参考文献：
  名称：

  氨基甲酸酯，异硫氰酸氨基甲酸S-烷基酯和N，N'-二取代的脲衍生物的便捷合成

  摘要：

  提供了一种方便，简单，合适的方法，可一步合成合成氨基甲酸酯，N，N'-不对称双取代尿素和CH 3 OC（O）SNCO衍生的S-烷基硫代氨基甲酸酯。反应操作简单，对氮，氧和硫亲核试剂具有高选择性。缺少溶剂，再加上高产率和短反应时间，使得这些方法对于合成非常有吸引力。

  DOI：

  10.1016/j.tetlet.2011.08.027

文献信息

• Convenient synthesis of carbamates, S-alkyl thiocarbamates, and N,N′-disubstituted urea derivatives of methoxycarbonylsulfenyl isocyanate
  作者：Sonia Torrico-Vallejos、Mauricio F. Erben、Evamarie Hey-Hawkins、Carlos O. Della Védova

  DOI：10.1016/j.tetlet.2011.08.027

  日期：2011.10

  methods for the synthesis of carbamates, N,N′-unsymmetrically disubstituted ureas, and S-alkyl thiocarbamates derived from CH3OC(O)SNCO in one-step are provided. Reactions are operationally simple and have high selectivity toward nitrogen, oxygen, and sulfur nucleophiles. The absence of solvents coupled with high yields and short reaction times make these procedures very attractive for synthesis.

  提供了一种方便，简单，合适的方法，可一步合成合成氨基甲酸酯，N，N'-不对称双取代尿素和CH 3 OC（O）SNCO衍生的S-烷基硫代氨基甲酸酯。反应操作简单，对氮，氧和硫亲核试剂具有高选择性。缺少溶剂，再加上高产率和短反应时间，使得这些方法对于合成非常有吸引力。
• Crystal structure and spectroscopic properties of N′-methoxycarbonylsulfenyl-substituted ureas, CH3OC(O)SN(H)C(O)NRR′ [R=H, R′=C(CH3)3 and R=R′=CH2CH3]
  作者：Sonia Torrico-Vallejos、Mauricio F. Erben、Santiago Gómez Ruiz、Evamarie Hey-Hawkins、Gustavo A. Echeverría、Oscar E. Piro、Carlos O. Della Védova

  DOI：10.1016/j.molstruc.2012.12.047

  日期：2013.4

  Structural and spectroscopic properties of N,N-diethyl- (I) and N-tert-butyl-N'-methoxycarbonylsulfenyl urea (II) are analyzed using a combined approach with data obtained from X-ray diffraction, vibrational spectra and quantum chemical calculations. The molecular structures of CH3OC(O)SN(H)C(O)N(CH2CH3)(2) (I) and CH3OC(O)SN(H)C(O)N(H)C(CH3)(3) (II), the later co-crystallized with ethyl acetate (II 1/2EtOAc), were determined by X-ray diffraction methods. Compound I crystallizes in the triclinic space group P-1 and II.0.5EtOAc in the orthorhombic space group Pnma. In I, there are two independent but closely related molecules in the asymmetric unit whose conformations differ only in the orientation of the terminal N(CH2CH3)(2) groups. Neighboring molecules in I exhibit N-H center dot center dot center dot O interaction giving rise to a polymeric chains. The conformation of the O-C=O-S-N-C=O-N skeleton of II is almost identical to the corresponding one of both molecules of I. Neighboring molecules in II are linked through bifurcated N-H center dot center dot center dot O center dot center dot center dot H-N interactions giving rise to a polymeric chain. The vibrational properties have been studied by FTIR and FT-Raman spectroscopy along with quantum chemical calculations at the B3LYP/6-311+G* level. (C) 2013 Published by Elsevier B.V.