N,N-二乙基-2-溴苯甲酰胺 | 76041-86-6

• 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,N-二乙基-2-溴苯甲酰胺
• 中文别名: 2-溴-N,N-二乙基苯甲酰胺
• 英文名称: 2-bromo-N,N-diethylbenzamide
• CAS: 76041-86-6
• 化学式: C₁₁H₁₄BrNO
• mdl: MFCD00457139
• 分子量: 256.142
• InChiKey: BYMBWCOGISFGJL-UHFFFAOYSA-N

物化性质

• 熔点：
  48-50°C
• 沸点：
  138-140/2mm
• 密度：
  1.320±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于氯仿（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.363
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 危险品标志：
  Xi
• 危险性防范说明：
  P264,P280,P302+P352,P305+P351+P338,P332+P313,P337+P313,P362
• 危险性描述：
  H315,H319
• 储存条件：
  室温

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: N,N-Diethyl 2-bromobenzamide
Synonyms: 2-bromo-N,N-diethylbenzamide

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

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Section 3. Composition/information on ingredients.
Ingredient name: N,N-Diethyl 2-bromobenzamide
CAS number: 76041-86-6

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Section 4. First aid measures
Skin contact: Immediately wash skin with copious amounts of water for at least 15 minutes while removing
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Ingestion: Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

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Section 5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

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Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

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Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Store in closed vessels.
Storage:

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Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

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Section 9. Physical and chemical properties
Appearance: Not specified
Boiling point: No data
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C11H14BrNO
Molecular weight: 256.1

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Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, nitrogen oxides, hydrogen bromide.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

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Section 14. Transportation information
Non-harzardous for air and ground transportation.

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Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  N,N-二乙基-2-溴苯甲酰胺 在 palladium diacetate 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 盐酸 、 正丁基锂 、 四甲基乙二胺 、 potassium tert-butylate 、 sodium hydride 、 对甲苯磺酸 、 sodium t-butanolate 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 、 二甲基亚砜 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 2.0h， 生成 奥卡西平
  参考文献：
  名称：

  New synthesis of oxcarbazepine via remote metalation of protected N-o-tolyl-anthranilamide derivatives

  摘要：

  Benzyl and allyl protected N-o-tolyl-anthranilamides were efficiently prepared by Buchwald-Hartwig C-N cross coupling reactions, followed by protection of the amino group. Under directed remote metalation conditions, protected dibenzoazepinones were obtained in good yields. Deprotection of the amine and conversion to an urea furnished a new and efficient synthesis of the antiepileptic drug Trileptal((R)). (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01981-x
• 作为产物：
  描述：

  N,N-二乙基苯甲酰胺 在 四甲基乙二胺 、 1,1,2,2-四氟-1,2-二溴乙烷 、 仲丁基锂 作用下， 生成 N,N-二乙基-2-溴苯甲酰胺
  参考文献：
  名称：

  n，n-二乙基苯甲酰胺的定向原位金属化。有用的连续三取代和四取代的含氧芳族化合物，邻苯二甲酸酯和邻苯二甲酸酐的方法学和区域特异性合成

  摘要：

  针对各种直接邻位取代的N，N-二乙基苯甲酰胺（表1）和连续的1,2,3-和1,2,3,4-取代苯甲酰胺（表2）的定向邻位金属化的完整实验细节给出。这些苯甲酰胺（有效转化6，10，12，13，18，19）成苯酞（9A-B，图16B-C，17）和邻苯二甲酸酐（8，16A），化合物先前可用通过要求，经典方法，详细。描述了异och酸的简短合成（27）。

  DOI：

  10.1016/s0040-4020(01)81579-9

文献信息

• FLAP MODULATORS
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：US20150259357A1

  公开（公告）日：2015-09-17

  The present invention relates to compounds of Formula (I), or a form thereof, wherein ring A, R 1 , R 2 , R 3 , R 3 ′, L, W, and V are as defined herein, useful as FLAP modulators. The invention also relates to pharmaceutical compositions comprising compounds of Formula (I). Methods of making and using the compounds of Formula (I) are also within the scope of the invention

  本发明涉及式（I）的化合物，或其形式，其中环A，R1，R2，R3，R3'，L，W和V如本文所定义，可用作FLAP调节剂。该发明还涉及包含式（I）化合物的药物组合物。制备和使用式（I）化合物的方法也属于本发明的范围。
• Simple Synthesis of Amides and Weinreb Amides Using PPh3 or Polymer-Supported PPh3 and Iodine
  作者：Amit Kumar、Hari Kiran Akula、Mahesh K. Lakshman

  DOI：10.1002/ejoc.200901420

  日期：2010.5

  range of carboxylic acids to 2 degrees , 3 degrees , and Weinreb amides. Simplification of the procedure was possible with the use of polymer-supported PPh3/I2. Weinreb amides produced via the use of polymer-supported PPh3 could be filtered through a short silica gel plug and used in further transformations. Thus, use of polymer-supported PPh3 offers potential applicability to diversity-oriented reactions

  已经证明，PPh 3 / I 2的组合对于将一系列羧酸转化为2度，3度和Weinreb酰胺是有效的。使用聚合物负载的PPh3 / I2可以简化程序。通过使用聚合物负载的PPh3制备的Weinreb酰胺可以通过短硅胶塞过滤，并用于进一步的转化。因此，使用聚合物负载的PPh3可为面向多样性的反应提供潜在的适用性。通过使用这种酰胺形成方法，已经完成了载脂蛋白和普拉托恩的正式全部合成，以及脱水胆碱酮和马来帕定的合成。已尝试获得对该反应的了解。
• meta-Selective C–H Borylation of Benzamides and Pyridines by an Iridium–Lewis Acid Bifunctional Catalyst
  作者：Lichen Yang、Nao Uemura、Yoshiaki Nakao

  DOI：10.1021/jacs.9b03138

  日期：2019.5.15

  We report herein the iridium-catalyzed meta-selective C-H borylation of benzamides by using a newly designed 2,2'-bipyridine (bpy) ligand bearing an alkylaluminum biphenoxide moiety. We also demonstrate the iridium-catalyzed C3-selective C-H borylation of pyridine with a 1,10-phenanthroline (Phen) ligand bearing an alkylborane moiety. It is proposed that the Lewis acid-base interaction between the

  我们在此报告了通过使用新设计的带有烷基铝联苯氧化物部分的 2,2'-联吡啶 (bpy) 配体，铱催化的苯甲酰胺的间位选择性 CH 硼酸化。我们还展示了吡啶与带有烷基硼烷部分的 1,10-菲咯啉 (Phen) 配体的铱催化的 C3 选择性 CH 硼酸化。提出路易斯酸部分与氨基羰基或 sp2 杂化氮原子之间的路易斯酸碱相互作用加速反应并控制位点选择性。
• [EN] DERIVATIVES OF UNCIALAMYCIN, METHODS OF SYNTHESIS AND THEIR USE AS ANTITUMOR AGENTS<br/>[FR] DÉRIVÉS DE L'UNCIALAMYCINE, PROCÉDÉS DE SYNTHÈSE ET LEUR UTILISATION COMME AGENTS ANTI-TUMORAUX
  申请人：UNIV RICE WILLIAM M

  公开号：WO2015023879A1

  公开（公告）日：2015-02-19

  In one aspect, the present disclosure provides new analogs of uncialamycin of formulae (I) and (II). The present disclosure also provides novel synthetic pathways to obtaining uncialamycin and analogs thereof. Additionally, the present disclosure also describes methods of use of uncialamycin and analogs thereof. In another aspect, the present disclosure provides antibody-drug conjugates comprising the compounds of formulae (I) and (ll).

  在一方面，本公开提供了一种新的草酸霉素类似物，其公式为(I)和(II)。本公开还提供了获得草酸霉素及其类似物的新合成途径。另外，本公开还描述了使用草酸霉素及其类似物的方法。在另一方面，本公开提供了包含公式(I)和(II)化合物的抗体-药物偶联物。
• Directed <i>ortho</i> Metalation-Based Methodology. Halo-, Nitroso-, and Boro-Induced <i>ipso-</i>Desilylation. Link to an <i>in situ</i> Suzuki Reaction
  作者：Zhongdong Zhao、Victor Snieckus

  DOI：10.1021/ol0506563

  日期：2005.6.1

  [reaction: see text] Treatment of DoM-derived silylated aromatics 2-4 under standard electrophilic halogenation conditions cleanly affords ipso-desilyation products 5-7, while nitration of methoxy-substituted analogues 8, 9 leads to non-ipso isomers 10, 12 and 11, 13, controlled by a silicon steric effect. Sequential ipso-borodesilylation of 2a, 3a, and 20 followed by treatment with aryl halides under

  [反应：请参见文本]在标准的亲电子卤化条件下处理DoM衍生的甲硅烷基化芳族化合物2-4，可干净地获得ipso脱水产物5-7，而将甲氧基取代的类似物8、9硝化可生成非ipso异构体10、12和11、13受硅空间效应控制。2a，3a和20的顺序ipso-borodesilylation，然后在Pd催化条件下用芳基卤化物处理，构成了原位Suzuki-Miyaura交叉偶联方案，实现了联芳基和杂联芳基23。