N-叔丁基异烟酰胺 | 65321-30-4

• 物质功能分类: 化学试剂 - 有机试剂 - 酰胺
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: N-叔丁基异烟酰胺
• 英文名称: N-(tert-butyl)isonicotinamide
• 英文别名: N-(tert-butyl)pyridine-4-carboxamide；N-tert-butylpyridine-4-carboxamide
• CAS: 65321-30-4
• 化学式: C₁₀H₁₄N₂O
• mdl: MFCD00466497
• 分子量: 178.234
• InChiKey: PKBWFGLUBMOFKU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  42
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2933399090
• 危险性防范说明：
  P261,P280,P301+P312,P302+P352,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  室温

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: N-tert-Butylisonicotinamide
Synonyms:

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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-tert-Butylisonicotinamide
CAS number: 65321-30-4

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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: C10H14N2O
Molecular weight: 178.2

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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.

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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-叔丁基异烟酰胺 以 水 为溶剂， 生成 异烟酸
  参考文献：
  名称：

  Process for the preparation of carboxylic acids and N-tert.-alkylamines

  摘要：

  羧酸和N-t-烷基胺可以通过N-t-烷基羧酸酰胺的碱性压力水解同时制备。用5至50%重量浓度的碱金属氢氧化物水溶液，每摩尔酰胺使用1.0至1.3摩尔的氢氧化物。该过程在200至350摄氏度下进行。

  公开号：

  US04496736A1
• 作为产物：
  描述：

  氯化异氰盐酸盐 以84%的产率得到N-叔丁基异烟酰胺
  参考文献：
  名称：

  Amide derivative

  摘要：

  其中 Ar是可选择取代的苯基等；n为0、1或2； R1是氢原子、可选择取代的烷基等；R2和R3分别是可选择取代的烷基等； R4和R5分别是氢原子或可选择取代的烷基；R6是氢原子、羟基或烷基； 或其药学上可接受的盐对于治疗视网膜退行性疾病等疾病是有用的药物。

  公开号：

  US06384033B1

文献信息

• Synthesis of Quinolines via Rh(III)-Catalyzed Oxidative Annulation of Pyridines
  作者：Guoyong Song、Xue Gong、Xingwei Li

  DOI：10.1021/jo201266u

  日期：2011.9.16

  Selective synthesis of quinolines has been achieved via oxidative annulation of functionalized pyridines with two alkyne molecules under Rh(III)-catalyzed cascade C–H activation of pyridines using Cu(OAc)2 as an oxidant. The selectivity of this reaction is oxidant-dependent, particularly on the anion of the oxidant.

  喹啉的选择性合成是通过在Rh（III）催化的吡啶级联C–H吡啶活化反应中，使用Cu（OAc）2作为氧化剂，通过官能化的吡啶与两个炔烃分子的氧化环化而实现的。该反应的选择性取决于氧化剂，特别是取决于氧化剂的阴离子。
• Highly efficient synthesis of amides via Ritter chemistry with ionic liquids
  作者：Rajesh G. Kalkhambkar、Sarah N. Waters、Kenneth K. Laali

  DOI：10.1016/j.tetlet.2010.12.028

  日期：2011.2

  as catalyst for the high yield synthesis of a wide variety of amides under mild conditions via the Ritter reaction of alcohols with nitriles has been demonstrated. As alternative methods for the carbocation generation step, NOPF6 immobilized in [BMIM][PF6] ionic liquid was used in the Ritter reaction of bromides with nitriles and for the synthesis of adamantyl amides from adamantane and nitriles.

  已证明布朗斯台德酸性咪唑鎓离子液体[BMIM（SO 3 H）] [OTf]通过醇与腈的Ritter反应在温和条件下作为高产率合成多种酰胺的催化剂。作为碳正离子化生成步骤的替代方法，固定在[BMIM] [PF 6 ]离子液体中的NOPF 6用于溴化物与腈的Ritter反应以及用于从金刚烷和腈合成金刚烷酰胺的方法。
• Weak base-promoted selective rearrangement of oxaziridines to amides <i>via</i> visible-light photoredox catalysis
  作者：Jin Park、Sehoon Park、Gwang Seok Jang、Ran Hui Kim、Jaehoon Jung、Sang Kook Woo

  DOI：10.1039/d1cc03855a

  日期：——

  The selective rearrangement of oxaziridines to amides via a single electron transfer (SET) pathway is unexplored. In this study, we present a weak base-promoted selective rearrangement of oxaziridines to amides via visible-light photoredox catalysis. The developed method shows excellent functional group tolerance with a broad substrate scope and good to excellent yields. Furthermore, control experiments

  尚未探索通过单电子转移 (SET) 途径将恶氮丙啶选择性重排为酰胺。在这项研究中，我们提出了通过可见光光氧化还原催化将恶氮丙啶选择性重排为酰胺的弱碱促进。所开发的方法显示出优异的官能团耐受性，具有广泛的底物范围和良好的产率。此外，还进行了控制实验和密度泛函理论 (DFT) 计算，以深入了解反应性和选择性。
• Catalyst-free synthesis of phenanthridines <i>via</i> electrochemical coupling of 2-isocyanobiphenyls and amines
  作者：Bhanwar Kumar Malviya、Karandeep Singh、Pradeep K. Jaiswal、Manvika Karnatak、Ved Prakash Verma、Satpal Singh Badsara、Siddharth Sharma

  DOI：10.1039/d1nj00250c

  日期：——

  Catalyst free synthesis of 6-aryl phenanthridines and amides through an electrochemical reaction is reported in this study. The coupling reaction proceeds by the cathodic reduction of in situ formed diazonium ions, which are formed from anilines and an alkyl nitrite. The generated aryl radical diazonium ions coupled from isocyanides furnished the desired products in good yields. This cascade reaction was

  该研究报道了通过电化学反应无催化剂合成6-芳基菲啶和酰胺。通过阴极还原由苯胺和亚硝酸烷基酯形成的原位形成的重氮离子进行偶联反应。由异氰酸酯偶联生成的芳基自由基重氮鎓离子以良好的收率提供了所需的产物。该级联反应在室温下以n Bu 4 NBF 4作为电解质在配备有RVC作为阳极且Pt作为阴极的不分隔电池中进行。还进行了一系列详细的机理研究，包括自由基时钟实验和循环伏安法分析。
• Redox Cyclization of Amides and Sulfonamides with Nitrous Oxide for Direct Synthesis of Heterocycles
  作者：Zhencheng Lai、Chaorong Wang、Jiaming Li、Sunliang Cui

  DOI：10.1021/acs.orglett.0c00397

  日期：2020.3.6

  Herein we report a redox cyclization of amides and sulfonamides with nitrous oxide (N2O) for the direct synthesis of heterocycles. Various amides and sulfonamides could undergo directed ortho metalation (DoM) by treatment with BuLi, and the lithium intermediate could be trapped by N2O gas to achieve redox cyclization. N2O serves as a N-atom donor to mediate the intramolecular coupling of lithium species

  本文中，我们报告了酰胺和磺酰胺与一氧化二氮（N2O）的氧化还原环化反应，用于杂环的直接合成。各种酰胺和磺酰胺可以通过BuLi处理进行定向原位金属化（DoM），并且锂中间体可以被 气体捕获以实现氧化还原环化。N 2 O用作N原子供体，以介导锂物质的分子内偶联，与游离的外部氧化剂形成杂环。该协议提供了杂环的直接合成，具有易于获得的起始原料，简单的操作和广泛的底物范围的特​​征。