1-methoxy-N,N-dimethylmethanaminium methylsulphate

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: 1-methoxy-N,N-dimethylmethanaminium methylsulphate
• 英文别名: Methanesulfonate;methoxymethylidene(dimethyl)azanium
• 化学式: CH₃O₃S*C₄H₁₀NO
• 分子量: 183.229
• InChiKey: HEKAHAPYAJMOOO-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.91
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  77.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-methoxy-N,N-dimethylmethanaminium methylsulphate 、 吗多明 在 正丁基锂 作用下， 以 四氢呋喃 、 正己烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.51h， 以66%的产率得到4-formyl-3-morpholino-N₆-ethoxycarbonylsydnone imine
  参考文献：
  名称：

  4-lithiosydnone亚胺：生成和稳定。丁二酮亚胺的4-羟甲基衍生物的植物生长调节活性

  摘要：

  研究了六甲基二硅叠氮化锂（LHDMS），二异丙基酰胺锂（LDA），二乙酰胺锂（LDEA）和n -BuLi对N 6取代的亚砜亚胺的C（4）脱质子作用。研究了4-lithiosydnone亚胺的热稳定性，并证明了生成的C（4）-硫代衍生物与亲电试剂的后续反应效率取决于所开发的去质子化试剂。发现4-（α-芳基羟甲基）亚砜亚胺当用于极低剂量（0.25-5gt -1）的玉米种子的播种前处理时，促进植物生长高达60％。

  DOI：

  10.1016/j.jorganchem.2021.121841
• 作为产物：
  描述：

  N,N-二甲基甲酰胺 、 硫酸二甲酯 反应 3.0h， 生成 1-methoxy-N,N-dimethylmethanaminium methylsulphate
  参考文献：
  名称：

  Application of DMF–methyl sulfate adduct in the regioselective synthesis of 3-acylated indolizines

  摘要：

  A number of 3-acylated indolizines were synthesized in good to excellent yields by a newly established reaction between picolinium salts and the methylsulfate salt of A (R = Me), the adduct formed from DMF-Me2SO4 as the key reagent. The low cost, short reaction time, mild reaction condition, and easy purification of the products make this an attractive new method for the synthesis of indolizine compounds. A variety of functional groups (nitro, cyano, ester, methoxy, and halogens) were well tolerated under the reaction conditions. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.06.095

文献信息

• Application of DMF–methyl sulfate adduct in the regioselective synthesis of 3-acylated indolizines
  作者：Teresa Przewloka、Shoujun Chen、Zhiqiang Xia、Hao Li、Shijie Zhang、Dinesh Chimmanamada、Elena Kostik、David James、Keizo Koya、Lijun Sun

  DOI：10.1016/j.tetlet.2007.06.095

  日期：2007.8

  A number of 3-acylated indolizines were synthesized in good to excellent yields by a newly established reaction between picolinium salts and the methylsulfate salt of A (R = Me), the adduct formed from DMF-Me2SO4 as the key reagent. The low cost, short reaction time, mild reaction condition, and easy purification of the products make this an attractive new method for the synthesis of indolizine compounds. A variety of functional groups (nitro, cyano, ester, methoxy, and halogens) were well tolerated under the reaction conditions. (c) 2007 Elsevier Ltd. All rights reserved.
• 4-lithiosydnone imines: Generation and stability. Plant growth regulating activity of 4-hydroxymethyl derivatives of sydnone imines
  作者：Ilya A. Cherepanov、Ekaterina V. Shevaldina、Dmitry A. Lapshin、Yury Ya. Spiridonov、Vladimir A. Abubikerov、Sergey K. Moiseev

  DOI：10.1016/j.jorganchem.2021.121841

  日期：2021.6

  investigated and an efficiency of subsequent reactions of the generated C(4)-lithio derivatives with electrophiles was shown to depend on the exploited deprotonating reagent. It was found that 4-(α-arylhydroxymethyl)sydnone imines, when used for pre-sowing treatment of corn seeds at very low doses (0.25-5 g t−1), promoted a plant growth up to 60%.

  研究了六甲基二硅叠氮化锂（LHDMS），二异丙基酰胺锂（LDA），二乙酰胺锂（LDEA）和n -BuLi对N 6取代的亚砜亚胺的C（4）脱质子作用。研究了4-lithiosydnone亚胺的热稳定性，并证明了生成的C（4）-硫代衍生物与亲电试剂的后续反应效率取决于所开发的去质子化试剂。发现4-（α-芳基羟甲基）亚砜亚胺当用于极低剂量（0.25-5gt -1）的玉米种子的播种前处理时，促进植物生长高达60％。