phenyl-carbamic acid o-tolyl ester | 18312-43-1

• 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: phenyl-carbamic acid o-tolyl ester
• 英文别名: Phenyl-carbamidsaeure-o-tolylester；Carbanilsaeure-o-tolylester；N-Phenyl-carbaminsaeure-o-tolylester；N-Phenyl-o-tolylcarbamat；2-methylphenyl N-phenylcarbamate；(2-methylphenyl) N-phenylcarbamate
• CAS: 18312-43-1
• 化学式: C₁₄H₁₃NO₂
• mdl: MFCD00561955
• 分子量: 227.263
• InChiKey: CEZGDGVRFDSSOB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  phenyl-carbamic acid o-tolyl ester 在 三氯化铝 、 间二甲苯 作用下， 生成 2-hydroxy-3-methyl-benzoic acid anilide
  参考文献：
  名称：

  Gerschson, Zhurnal Obshchei Khimii, 1943, vol. 13, p. 68,75

  摘要：

  DOI：
• 作为产物：
  描述：

  异氰酸苯酯 、 邻甲酚 以 neat (no solvent) 为溶剂， 反应 6.0h， 生成 phenyl-carbamic acid o-tolyl ester
  参考文献：
  名称：

  通过四组分反应合成稳定的氨基甲酸磷叶立德以及围绕碳-氮单键和碳-碳双键旋转的能垒的动态 1H-Nmr 研究

  摘要：

  图形摘要摘要在室温下，在由异氰酸苯酯和取代酚形成的中间产物存在下，三苯基膦和乙炔二甲酸二甲酯之间的四组分反应可以高产率地获得稳定的磷叶立德。这种稳定的磷叶立德作为两种几何异构体的混合物存在于溶液中，这是由于叶立德部分与相邻的羰基共轭导致围绕碳-碳部分双键的旋转受限。在 1H-NMR 光谱中观察到动态效应，这归因于围绕碳-碳双键和碳-氮单键的受限旋转。这些效应用于计算自由活化能 (ΔG‡) 和其他活化参数，例如 ΔH‡、ΔS‡ 和 Ea。

  DOI：

  10.1080/10426507.2014.986267

文献信息

• PROCESS FOR PRODUCING ARYL CARBAMATES
  申请人：UBE INDUSTRIES LIMITED

  公开号：EP0902014A1

  公开（公告）日：1999-03-17

  A process for producing an aryl carbamate of a high purity at a high yield by reacting a diaryl carbonate with an amine compound having one or more hydrogen atoms bonded to the N position in the presence of carboxylic acid(s) of the following general formulae (I): R1-COOH and/or (II): R2-COOH (wherein R1 represents an alkyl or cycloalkyl group having a carbon atom at the α-position, which is bonded to only one hydrogen atom, and R2 represents an alkyl group having a carbon atom at the α-position, which is not bonded to a hydrogen atom).

  一种高纯度、高收率的氨基甲酸芳基酯的生产工艺，该工艺是在下列通式(I)的羧酸存在下，使碳酸二芳基酯与一个或多个氢原子键合在 N 位上的胺化合物反应：R1-COOH 和/或 (II)：R2-COOH（其中 R1 代表烷基或环烷基，在 α 位有一个碳原子，只与一个氢原子键合；R2 代表烷基，在 α 位有一个碳原子，不与氢原子键合）。
• Synthesis of New Phosphorous Ylides Containing Urethane Derivatives
  作者：Esmat Tavakolinejad、Naeim Ghatali、Mohammad Reza Islami、Hojat Khabazzadeh

  DOI：10.1080/10426500801963574

  日期：2008.8.4

  The readily available (DMAD DEAD) and triphenylphosphine undergo facile reaction with several urethanes such as methyl-N-phenylcarbamate, ethyl-N-phenylcarbamate, phenyl-N-phenylcarbamate, phenyl-N-(2-methylphenyl) carbamate and phenyl -N(3-methylphenyl)carbamate, to give crystalline phosphorus ylides in good yields. The overall sequence from a 1:1:1 reaction provides a simple and efficient rout to functionalized urethanes.
• EFFICACY, SAFETY AND PATIENT SATISFACTION OUTCOMES OF THE AMS 700CX INFLATABLE PENILE PROSTHESIS: RESULTS OF A LONG-TERM MULTICENTER STUDY
  作者：CULLEY C. CARSON、JOHN J. MULCAHY、FRED E. GOVIER

  DOI：10.1016/s0022-5347(05)67364-8

  日期：2000.8

  Purpose: We performed a long-term multicenter study of the AMS 700CX double dagger 3-piece inflatable penile prosthesis, focusing on longevity, morbidity and patient satisfaction in men implanted up to 134 months with a median followup of 47.7 months.Materials and Methods: We performed a large scale retrospective multicenter study in 2 phases. Phase 1 was a medical record review of 372 men who underwent implantation with the AMS 700CX penile prosthesis from 1987 to 1996 by 7 frequent penile prosthesis implanters, Phase 2 included a structured telephone interview of 207 patients by a neutral observer.Results: For the 372 men in phase 1 mean device mechanical reliability plus or minus standard deviation was 92.1% +/- 3.3% affer 3 and 86.2% +/- 4.6% after 5 years. Patient age was 21 to 79 years (mean 57.6 +/- 11.0) at implantation. The etiology of erectile dysfunction was vascular in 27.7% of the cases, Peyronie's disease in 16.9%, diabetes mellitus in 12.9% and radical surgery in 11.6%. Of the men 55.6% received previous treatment for erectile dysfunction. Postoperative infection and device malfunction developed in 3.2% and 17.5% of the cases, respectively. Of the 207 men interviewed in phase 2, 86% still had an AMS 700CX penile prosthesis implanted, including 87.1% with erection suitable for coitus. Currently 79% of those with a device use it at least twice monthly and 88.2% would recommend an implant to a relative or friend.Conclusions: The AMS 700CX penile implant produced suitable erection and excellent patient satisfaction at long-term followup in the majority of men. Implant reliability is excellent and postoperative morbidity is low.
• Weehuizen, Recueil des Travaux Chimiques des Pays-Bas, 1918, vol. 37, p. 267
  作者：Weehuizen

  DOI：——

  日期：——
• US6143917A
  申请人：——

  公开号：US6143917A

  公开（公告）日：2000-11-07