N-(2,6-二甲基苯基)氨基甲酸甲酯 | 20642-93-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-(2,6-二甲基苯基)氨基甲酸甲酯
• 英文名称: methyl (2,6-dimethylphenyl)carbamate
• 英文别名: Methyl-N-<2,6-dimethylphenyl>-carbamat；(2,6-dimethylphenyl)-carbamic acid, methyl ester；methyl N-2,6-dimethylphenylcarbamate；methyl N-(2,6-dimethylphenyl)carbamate
• CAS: 20642-93-7
• 化学式: C₁₀H₁₃NO₂
• mdl: MFCD00089890
• 分子量: 179.219
• InChiKey: QFLNEWLXKQAIIV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2924299090

反应信息

• 作为反应物：
  描述：

  N-(2,6-二甲基苯基)氨基甲酸甲酯 在 硝酸 、 溶剂黄146 、 sodium nitrite 作用下， 以 水 为溶剂， 反应 4.5h， 以71%的产率得到C₁₀H₁₂N₂O₄
  参考文献：
  名称：

  NOVEL KCNQ POTASSIUM CHANNEL AGONIST, AND PREPARATION METHOD THEREFOR AND USE THEREOF

  摘要：

  公开号：

  EP3138833B1
• 作为产物：
  描述：

  2,6-二甲基苯胺 以 二氯甲烷 为溶剂， 生成 N-(2,6-二甲基苯基)氨基甲酸甲酯
  参考文献：
  名称：

  Usharani; Bhujanga Rao; Reddy, Asian Journal of Chemistry, 2011, vol. 23, # 4, p. 1802 - 1806

  摘要：

  DOI：

文献信息

• Synthesis of Oxazolidinones by a Hypervalent Iodine Mediated Cyclization of <i>N</i> ‐Allylcarbamates
  作者：Mirdyul Das、Arantxa Rodríguez、Pui Kin Tony Lo、Wesley J. Moran

  DOI：10.1002/adsc.202001451

  日期：2021.3.16

  The preparation of oxazolidinones by the hypervalent iodine mediated cyclization of allylcarbamates is described. A versatile range of substrates can be converted into substituted oxazolidinones primed for further transformations. Derivatization of the products at both ends is demonstrated. A preliminary attempt at the enantioselective formation of an oxazolidinone using a chiral iodane is also presented

  描述了通过高价碘介导的烯丙基氨基甲酸酯的环化制备恶唑烷酮。可以将多种底物转化为准备用于进一步转化的取代的恶唑烷酮。说明了两端产品的衍生化。还提出了使用手性碘对映体形成恶唑烷酮的初步尝试。
• Herbicidal oxadiazolidines
  申请人：The Regents of the University of California

  公开号：US20040063581A1

  公开（公告）日：2004-04-01

  Compounds of Formula (1) and processes for their preparation, their N-oxides and agriculturally suitable salts, are disclosed which are useful for controlling undesired vegetation wherein Q, X 1 , X 2 , X 3 , R 1 , R 2 , R 6 and R 7 are as defined in the disclosure. Also disclosed are novel intermediates of Formula (5), Formula (8) and Formula (20) wherein R 27 is —(CR 6 R 7 ) q Q; R 6 , R 7 , q, Q, X 1 and X 2 are as defined in the disclosure. Also disclosed are compositions containing the compounds of Formula (1) and a method for controlling undesired vegetation which involves contacting the vegetation or its environment with an effective amount of a compound of Formula (1). 1

  公式（1）的化合物及其制备方法、它们的N-氧化物和农业适用盐被披露，这些化合物对于控制不受欢迎的植被是有用的，其中Q、X1、X2、X3、R1、R2、R6和R7如披露中所定义。还披露了公式（5）、公式（8）和公式（20）的新中间体，其中R27为—(CR6R7)qQ；R6、R7、q、Q、X1和X2如披露中所定义。还披露了含有公式（1）的化合物的组合物，以及一种控制不受欢迎的植被的方法，涉及将植被或其环境与公式（1）的化合物的有效量接触。
• Electrochemical Hofmann rearrangement mediated by NaBr: practical access to bioactive carbamates
  作者：Lijun Li、Mengyu Xue、Xin Yan、Wenmin Liu、Kun Xu、Sheng Zhang

  DOI：10.1039/c8ob01059e

  日期：——

  An electrochemical Hofmann rearrangement is reported. With the mediation of NaBr, highly corrosive and toxic halogens are avoided. Moreover, this efficient and green approach is well compatible with a broad range of amides, including several commercial medicine derivatives, and provides direct access to synthetically useful carbamates. The synthetic utility of this method is also demonstrated by the

  据报道电化学霍夫曼重排。在NaBr的介导下，避免了高度腐蚀性和剧毒的卤素。而且，这种有效且绿色的方法与各种酰胺（包括几种商业药物衍生物）很好地兼容，并提供了直接用于合成有用的氨基甲酸酯的途径。15 N标记氨基甲酸酯的制备和金刚烷胺的克级合成也证明了该方法的合成效用。
• An exceptionally mild, catalytic homogeneous method for the conversion of amines into carbamate esters
  作者：Howard Alper、Frederick W. Hartstock

  DOI：10.1039/c39850001141

  日期：——

  Aromatic amines react at room temperature and atmospheric pressure with carbon monoxide, oxygen, alcohols, and hydrochloric acid, with palladium chloride as the catalyst and copper(II) chloride as re-oxidant to give carbamate esters in fair to quantitative yields.

  芳族胺在室温和大气压下与一氧化碳，氧气，醇和盐酸反应，以氯化钯为催化剂，氯化铜（II）为再氧化剂，以合理的定量收率得到氨基甲酸酯。
• l-Proline–TBAB-catalyzed phosgene free synthesis of methyl carbamates from amines and dimethyl carbonate
  作者：Subodh Kumar、Suman L. Jain

  DOI：10.1039/c3nj00643c

  日期：——

  The reaction of amines and dimethyl carbonate (DMC) in the presence of catalytic amounts of L-proline and tetrabutylammonium bromide (TBAB) afforded methyl carbamates in good to excellent yields under mild conditions. The presence of both L-proline and TBAB co-catalysts is vital for this transformation.

  胺和碳酸二甲酯（DMC）在一定量的 L-脯氨酸和四丁基溴化铵（TBAB）催化下发生反应，在温和的条件下产生氨基甲酸甲酯，收率从良好到极佳。L 脯氨酸和 TBAB 助催化剂的存在对这种转化至关重要。