(3,5-dinitro-phenyl)-carbamic acid ethyl ester | 50571-36-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (3,5-dinitro-phenyl)-carbamic acid ethyl ester
• 英文别名: (3,5-Dinitro-phenyl)-carbamidsaeure-aethylester；3,5-Dinitrophenylurethane；ethyl N-(3,5-dinitrophenyl)carbamate
• CAS: 50571-36-3
• 化学式: C₉H₉N₃O₆
• 分子量: 255.187
• InChiKey: WKYVNRJMSUYVAW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  130
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (3,5-dinitro-phenyl)-carbamic acid ethyl ester 在 氨 、 硝酸 作用下， 生成 3,5,N-trinitro-aniline
  参考文献：
  名称：

  Blanksma; Verberg, Recueil des Travaux Chimiques des Pays-Bas, 1934, vol. 53, p. 1037,1039

  摘要：

  DOI：
• 作为产物：
  描述：

  3,5-二硝基苯胺 在 甲苯 作用下， 生成 (3,5-dinitro-phenyl)-carbamic acid ethyl ester
  参考文献：
  名称：

  Blanksma; Verberg, Recueil des Travaux Chimiques des Pays-Bas, 1934, vol. 53, p. 1037,1039

  摘要：

  DOI：

文献信息

• Separation of tetrahydrocannabinols
  申请人：Field Edward Jason

  公开号：US20060264647A1

  公开（公告）日：2006-11-23

  An individual tetrahydrocannabinol isomer of interest is separated from a mixture containing two or more such isomers, by treating the mixture with an isocyanate or isothiocyanate of formula I: R—(CH 2 ) n —N═C═X  (I) where R represents an aromatic ring optionally substituted with one or more electron withdrawing groups, n=0 or 1 and X is oxygen or sulphur; so as to produce a crystallizable THC carbamate of formula II: wherein X and R are as defined above, R′ is a C 3 -C 10 alkyl group and the dotted lines indicate optional unsaturation including aromatic, separating the compound of formula II from solution in isolation of other THC derivatives, and hydrolyzing the compound of formula II to form the individual tetrahydrocannabinol isomer of interest.

  从含有两种或更多这种异构体的混合物中分离出感兴趣的单个四氢大麻酚异构体，方法是通过用式I：R—(CH2)n—N═C═X中的异氰酸酯或异硫氰酸酯处理混合物，其中R代表一个芳香环，可选择地取代一个或多个电子提取基团，n=0或1，X为氧或硫；从而产生式II的可结晶的THC氨基甲酸酯：其中X和R如上所定义，R'为C3-C10烷基基团，虚线表示可选的不饱和度，包括芳香族，将式II的化合物从溶液中分离出来，隔离其他THC衍生物，并水解式II的化合物以形成感兴趣的单个四氢大麻酚异构体。
• Palladium(0)-Catalyzed Reaction of Acidic Anilines with (Z)-2-Butene-1,4-diyl Dicarbonate – Preparation ofN-Aryl-4-vinyloxazolidin-2-ones
  作者：Marcial Moreno-Mañas、Lurdes Morral、Roser Pleixats、Silvia Villarroya

  DOI：10.1002/(sici)1099-0690(199901)1999:1<181::aid-ejoc181>3.0.co;2-e

  日期：1999.1

  N-aryl-4-vinyloxazolidin-2-ones. The success of the reaction depends on the acidity of the aniline and requires in situ conversion of the dicarbonate into carbamate carbonate by nucleophilic attack of the aniline conjugate base followed by palladium-catalyzed intramolecular cyclization.

  酸性苯胺与（Z）-2-丁烯-1,4-二碳酸二酯的钯催化反应，得到N-芳基-4-乙烯基恶唑烷-2-酮。反应的成功取决于苯胺的酸度，并且需要通过苯胺共轭碱的亲核攻击将二碳酸酯原位转化为氨基甲酸酯碳酸酯，然后进行钯催化的分子内环化反应。
• Isolation of pure cannabinoids from Cannabis
  申请人：University of Mississippi

  公开号：US11117852B2

  公开（公告）日：2021-09-14

  Δ9-Tetrahydrocannabinol (Δ9-THC or THC) and cannabidiol (CBD) are major constituents of the Cannabis plant that have pharmacological properties with potential therapeutic value. This invention is directed to processes for large scale isolation of these two and other cannabinoids from the Cannabis sativa plant. This is accomplished through the discovery that protected amino acid esters of the cannabinoids are easier to separate using normal phase silica column chromatography. Mild base hydrolysis of the esters regenerates the free cannabinoids in a purified form. The invention is also applicable to the isolation of other cannabinoids from Cannabis extracts.

  Δ9-四氢大麻酚（Δ9-THC 或 THC）和大麻二酚（CBD）是大麻植物的主要成分，具有潜在治疗价值的药理特性。本发明涉及从大麻植物中大规模分离这两种大麻素和其他大麻素的工艺。本发明是通过发现大麻素的受保护氨基酸酯更易于使用正相硅胶柱色谱法进行分离而实现的。酯类的轻度碱水解可使游离大麻素以纯化的形式再生。本发明还适用于从大麻提取物中分离其他大麻素。
• Method of preparing delta-9-tetrahydrocannabinol
  申请人：——

  公开号：US20020086438A1

  公开（公告）日：2002-07-04

  A method for the isolation of delta-9-tetrahydrocannibinol (THC) from, Cannabis plant material, wherein delta-9-THC Acid and THC are separately obtained comprising the steps of extracting the Cannabis plant material, chelating delta-9-THC acid on alumina solid support from cannabis extracts rich in the acid washing of non-acid components of the extract with organic solvents and eluting of the delta-9-THC acid with strong polar solvents. The method also includes a process by which to increase the THC content and decrease the weight of Cannabis extracts or residue from distillation of Cannabis extracts containing a low concentration of THC, comprising treatment of such materials with water-missible organic solvents followed by filtration and evaporation of the solvent to obtain the concentrated residue.

  一种从大麻植物材料中分离δ-9-四氢大麻酚（THC）的方法，其中δ-9-四氢大麻酚酸和四氢大麻酚是分别获得的，该方法包括以下步骤：提取大麻植物材料，从富含δ-9-四氢大麻酚酸的大麻提取物中将δ-9-四氢大麻酚酸螯合在氧化铝固体支持物上，用有机溶剂洗涤提取物中的非酸性成分，用强极性溶剂洗脱δ-9-四氢大麻酚酸。 该方法还包括一种提高四氢大麻酚含量和降低大麻提取物重量或蒸馏含低浓度四氢大麻酚的大麻提取物残留物的工艺，包括用可溶于水的有机溶剂处理这些材料，然后过滤并蒸发溶剂以获得浓缩残留物。
• METHOD OF PREPARING DELTA-9-TETRAHYDROCANNABINOL
  申请人：The university of Mississippi

  公开号：EP1133688A1

  公开（公告）日：2001-09-19