6-bromo-1-nitronaphthalen-2-ol | 550998-19-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 6-bromo-1-nitronaphthalen-2-ol
• 英文别名: 6-bromo-1-nitro-2-naphthol；6-bromo-1-nitro-[2]naphthol；6-Brom-1-nitro-[2]naphthol；6-Brom-1-nitro-2-oxy-naphthalin
• CAS: 550998-19-1
• 化学式: C₁₀H₆BrNO₃
• 分子量: 268.067
• InChiKey: FREZGNRMOFFLRR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  66
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-bromo-1-nitronaphthalen-2-ol 生成 2-ethoxy-6-bromo-[1]naphthylamine
  参考文献：
  名称：

  Davis, p. 171

  摘要：

  DOI：
• 作为产物：
  描述：

  1,6-二溴-2-萘酚 在 硝酸 、 溶剂黄146 作用下， 生成 6-bromo-1-nitronaphthalen-2-ol
  参考文献：
  名称：

  Armstrong; Rossiter, Chemical news and journal of industrial science, 1891, vol. 63, p. 295,296

  摘要：

  DOI：

文献信息

• Substituted phenyl naphthalenes as estrogenic agents
  申请人：Wyeth

  公开号：US20030181519A1

  公开（公告）日：2003-09-25

  This invention provides estrogen receptor modulators of formula I, having the structure 1 wherein R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 , R 9 , and R 10 , are as defined in the specification, or a pharmaceutically acceptable salt thereof.

  这项发明提供了具有结构的式I的雌激素受体调节剂 1 其中 R 1 ，R 2 ，R 3 ，R 4 ，R 5 ，R 6 ，R 7 ，R 8 ，R 9 和R 10 如规范中所定义，或其药用可接受盐。
• Iodine(III)-Catalyzed Electrophilic Nitration of Phenols via Non-Brønsted Acidic NO₂⁺ Generation
  作者：Kevin A. Juárez-Ornelas、J. Oscar C. Jiménez-Halla、Terumasa Kato、César R. Solorio-Alvarado、Keiji Maruoka

  DOI：10.1021/acs.orglett.8b04141

  日期：2019.3.1

  The first catalytic procedure for the electrophilic nitration of phenols was developed using iodosylbenzene as an organocatalyst based on iodine(III) and aluminum nitrate as a nitro group source. This atom-economic protocol occurs under mild, non-Brønsted acidic and open-flask reaction conditions with a broad functional-group tolerance including several heterocycles. Density functional theory (DFT)

  使用碘基苯作为基于碘（III）和硝酸铝作为硝基基团来源的有机催化剂，开发了用于苯酚亲电硝化的第一个催化程序。该原子经济方案发生在温和的，非布朗斯台德酸性和开放式烧瓶反应条件下，具有宽泛的官能团耐受性，包括多个杂环。（SMD：MeCN）Mo8-HX /（LANLo8 + f，6-311 + G *）水平的密度泛函理论（DFT）计算表明反应通过阳离子途径进行，该途径有效地产生了NO 2 +离子，从而是中性条件下的硝化物种。
• 3-(Ethoxycarbonyl)-1-(5-methyl-5-(nitrosooxy)hexyl)pyridin-1-ium cation: A green alternative to tert-butyl nitrite for synthesis of nitro-group-containing arenes and drugs at room temperature
  作者：Palani Natarajan、Renu Chaudhary、Neetu Rani、Sakshi、Paloth Venugopalan

  DOI：10.1016/j.tetlet.2019.151529

  日期：2020.2

  years in the field of green organic synthesis. Herein, for the first time, we report that a new task-specific nitrite-based ionic liquid such as 3-(ethoxycarbonyl)-1-(5-methyl-5-(nitrosooxy)hexyl)pyridin-1-ium bis(trifluoromethanesulfonyl)imides (TS-N-IL) derived from biodegradable ethyl nicotinate indeed acted as an efficient and eco-friendly reagent for the synthesis of highly valuable nitroaromatic

  由于其卓越的性能，特定任务的离子液体在绿色有机合成领域近几年来逐渐受到欢迎。在此，我们首次报道了一种新的特定任务的基于亚硝酸盐的离子液体，例如3-（乙氧基羰基）-1-（5-甲基-5-（亚硝基氧基）己基）吡啶-1-基双（三氟甲烷磺酰基）酰亚胺（TS-N-IL）源自可生物降解的烟酸乙酯，确实是一种高效且生态友好的试剂，用于合成高价值的硝基芳族化合物和药物，包括硝苯腈，托卡酮，尼古丁，氟他胺，尼洛沙胺和硝西epa。离子液体与亚硝酸盐基团的桥接不仅增加了直接C-N键形成反应的收率和速率，而且还使得产物易于分离和副产物的可回收性。非挥发性性质，易于合成，仅化学计量需要和温和性是TS-N-IL额外关注的部分，而与亚硝酸叔丁酯相比，后者是有机合成中广泛使用的出色且高度易燃的试剂。
• Laryngeal Stenosis after Supracricoid Partial Laryngectomy
  作者：Eduardo M. Diaz、Dominique Garcia、Laurent Laccourreye、Daniel Brasnu、David Veivers、Ollivier Laccourreye

  DOI：10.1177/000348940010901115

  日期：2000.11

  The purpose of this study was to review the incidence, risks, management, and outcomes of nontumoral laryngeal stenosis after supracricoid partial laryngectomy (SCPL) in a case series of 376 consecutive SCPLs performed at 1 institution from 1975 to 1995 with a minimum of 3 years of follow-up. Post-SCPL nontumoral symptomatic laryngeal stenosis was defined as an inability to decannulate patients before the 60th postoperative day (group 1) or the development of dyspnea (in patients without local recurrence) after an initial period of prolonged, successful decannulation (group 2). Of 376 SCPLs performed, nontumoral symptomatic laryngeal stenosis developed in 14 (3.7%). There were 7 patients (1.85%) in group 1 and 7 patients (1.85%) in group 2. In univariate analysis, none of the following variables appeared to be statistically related to the risk of immediate stenosis (group 1): age, gender, comorbidity, diabetes mellitus, symptomatic gastroesophageal reflux, arteritis, preoperative radiotherapy, arytenoid cartilage disarticulation, type of reconstruction performed, and postoperative radiotherapy. A delayed laryngeal stenosis (group 2) was statistically more likely to occur if the reconstruction performed at the time of SCPL was a cricohyoidopexy (p = .01). Successful management of the laryngeal stenosis without permanent tracheostomy was achieved in 5 group 1 patients and 3 group 2 patients. We believe that stenosis in group 1 patients arose through technical error, whereas group 2 patients seemed to suffer from problems of healing, mainly cicatricial narrowing of the airway at the site of the cricohyoidal impaction, or pexis. As a result, whereas laryngeal stenosis in group 1 patients was usually more easily correctable through dilation, laser incision, or resection of redundant tissue or revision of the impaction, laryngeal stenosis in group 2 patients presented a more difficult and frustrating complication. The management and outcomes of these patients are presented.

  这项研究的目的是回顾1975年至1995年在一家机构进行的连续376例超环喉部分喉切除术（SCPL）后非肿瘤性喉狭窄的发生率、风险、管理和结果，其中至少有3年的随访时间。术后SCPL非肿瘤性症状性喉狭窄被定义为术后60天前无法拔管的患者（第1组）或在初始较长时间的成功拔管后出现呼吸困难（无局部复发患者）（第2组）。在进行的376例SCPL中，非肿瘤性症状性喉狭窄发生在14例（3.7%）患者中。第1组有7例患者（1.85%），第2组有7例患者（1.85%）。在单变量分析中，以下变量似乎与即时狭窄风险（第1组）无统计学相关性：年龄、性别、合并疾病、糖尿病、症状性胃食管反流、动脉炎、术前放疗、杓软骨脱位、重建类型以及术后放疗。如果SCPL时进行的重建是环喉固定术（p = .01），则延迟性喉狭窄（第2组）更有可能发生。在第1组患者中，成功管理喉狭窄并避免永久气管切开术的有5例患者，第2组患者有3例。我们认为第1组患者的狭窄是由技术错误引起的，而第2组患者似乎遭受愈合问题，主要是环喉固定术的部位出现瘢痕性气道狭窄。因此，虽然第1组患者的喉狭窄通常更容易通过扩张、激光切开、冗余组织切除或修正固定来纠正，但第2组患者的喉狭窄则是一种更为困难和令人沮丧的并发症。这些患者的管理和结果被提出。
• Room-Temperature, Water-Promoted, Radical-Coupling Reactions of Phenols with tert-Butyl Nitrite
  作者：Wen-Ting Wei、Hongze Liang、Wen-Ming Zhu、Weida Liang、Yi Wu、Hui-Yan Huang、Yi-Ling Huang、Junfei Luo

  DOI：10.1055/s-0036-1589038

  日期：2017.10

  A radical–radical cross-coupling reaction of phenols with tert-butyl nitrite has been developed with the use of water as an additive. This method allows the construction of C–N bonds under an air atmosphere at room temperature, providing the ortho-nitrated phenol derivative in moderate to good yields.

  使用水作为添加剂开发了苯酚与亚硝酸叔丁酯的自由基交叉偶联反应。该方法允许在室温下在空气气氛下构建 C-N 键，以中等至良好的产率提供邻硝基苯酚衍生物。