N-(叔丁基)-2-氯苯甲酰胺 | 70657-65-7

• 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-(叔丁基)-2-氯苯甲酰胺
• 中文别名: N-叔丁基-2-氯苯甲酰胺
• 英文名称: N-(tert-butyl)-2-chlorobenzamide
• 英文别名: N-tert-butyl-2-chlorobenzamide
• CAS: 70657-65-7
• 化学式: C₁₁H₁₄ClNO
• mdl: MFCD00751501
• 分子量: 211.691
• InChiKey: BYWGSUJLXJLBLY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.363
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 海关编码：
  2924299090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
N-tert-Butyl-2-chlorobenzamide
Product Name:
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H315: Causes skin irritation
H319: Causes serious eye irritation
H335: May cause respiratory irritation
P261: Avoid breathing dust/fume/gas/mist/vapours/spray
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing
P302+P352: IF ON SKIN: Wash with soap and water
P321: Specific treatment (see on this label)
P405: Store locked up

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Section 3. Composition/information on ingredients.
N-tert-Butyl-2-chlorobenzamide
Ingredient name:
CAS number: 70657-65-7

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Section 4. First aid measures
Immediately wash skin with copious amounts of water for at least 15 minutes while removing
Skin contact:
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.
Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.
Ingestion:

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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.
Storage: Store in closed vessels.

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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
Not specified
Appearance:
Boiling point: No data
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C11H14ClNO
Molecular weight: 211.7

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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 chloride.

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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)-2-氯苯甲酰胺 在 sodium hydroxide 作用下， 以 水 为溶剂， 生成 2-氯苯甲酸
  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：

  2-chlorophenyldiazonium tetrafluoroborate 在 碳酸氢钠 作用下， 以 二氯甲烷 、 水 、 乙腈 为溶剂， 反应 24.0h， 生成 N-(叔丁基)-2-氯苯甲酰胺
  参考文献：
  名称：

  通过异腈的自由基芳构化实现可见光驱动，无金属的芳族酰胺合成路线

  摘要：

  在芳基偶氮砜在乙腈水溶液中存在异氰酸酯的可见光照射下，已经开发了芳基自由基的无光化学金属碳酰胺化方法，用于制备芳族酰胺，包括杂芳烃和多芳烃衍生物。该方法对于顺利制备抗抑郁药莫氯贝胺是有用的。

  DOI：

  10.1002/adsc.201700619

文献信息

• Sulfated tungstate: an efficient catalyst for the Ritter reaction
  作者：Kamlesh V. Katkar、Pramod S. Chaudhari、Krishnacharya G. Akamanchi

  DOI：10.1039/c0gc00759e

  日期：——

  The use of sulfated tungstate as an efficient and reusable catalyst for the preparation of amides from alcohols and nitrilesvia the Ritter reaction pathway is discussed. The reaction proceeds under solvent free conditions.

  探讨了硫酸钨作为高效可重复使用的催化剂，通过Ritter反应途径从醇和腈制备酰胺的方法。该反应在无溶剂条件下进行。
• NEPRILYSIN INHIBITORS
  申请人：GENDRON Roland

  公开号：US20120157383A1

  公开（公告）日：2012-06-21

  In one aspect, the invention relates to compounds having the formula: where R 1 -R 6 , a, b, and X are as defined in the specification, or a pharmaceutically acceptable salt thereof. These compounds have neprilysin inhibition activity. In another aspect, the invention relates to pharmaceutical compositions comprising such compounds; methods of using such compounds; and processes and intermediates for preparing such compounds.

  一方面，本发明涉及具有以下通式的化合物：其中R1至R6、a、b和X如说明书中所定义，或其药学上可接受的盐。这些化合物具有中性肽酶抑制活性。另一方面，本发明涉及包含此类化合物的药物组合物；使用此类化合物的方法；以及制备此类化合物的工艺和中间体。
• Atom economical synthesis of N-alkylbenzamides via the iron(<scp>iii</scp>) sulfate catalyzed rearrangement of 2-alkyl-3-aryloxaziridines in water and in the presence of a surfactant
  作者：Jamil Kraïem、Thierry Ollevier

  DOI：10.1039/c6gc03589b

  日期：——

  A green and mild synthetic route to N-alkylbenzamides involves eco-friendly one pot synthesis of 2-alkyl-3-aryloxaziridines from N-alkylamines and benzaldehydes followed by iron(III) sulfate catalyzed rearrangement to the corresponding amides in...

  一种绿色温和的合成N-烷基苯甲酰胺的合成路线涉及从N-烷基胺和苯甲醛通过生态环保的一锅法合成2-烷基-3-芳基恶唑烷，然后将硫酸铁（III）催化重排为相应的酰胺。
• 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。
• SO₄²⁻/Ce<i>_x</i>Zr₁₋<i>_x</i>O₂-catalyzed Synthesis of <i>N</i>-<i>tert</i>-Butylamides from Various Nitriles under Solvent-free Conditions
  作者：Sandeep S. Kahandal、Sandip R. Kale、Shamrao T. Disale、Radha V. Jayaram

  DOI：10.1246/cl.2012.738

  日期：2012.7.5

  The synthesis of N-tert-butylamides using SO42−/CexZr1−xO2 catalysts under solvent-free conditions is reported. The methodology has several advantages such as reusability of the catalyst, solvent-free conditions, easy workup, and comparable yield of N-tert-butylamides. A variety of aliphatic, aromatic, and acid-sensitive substrates give high to moderate yields of the corresponding N-tert-butylamides. Surface acidities of the catalysts were correlated with the results obtained. To the best of our knowledge, this is the first report of a modified Ritter reaction on SO42−/CexZr1−xO2 using tert-butyl acetate as carbocationic source.

  报道了在无溶剂条件下，利用SO42−/CexZr1−xO2催化剂合成N-叔丁基酰胺的方法。该方法具有多个优点，如催化剂可重复使用、无溶剂条件、简单的后处理过程，以及比较相似的N-叔丁基酰胺的产率。多种脂肪族、芳香族及酸敏感底物均能获得高至中等的相应N-叔丁基酰胺的产率。催化剂的表面酸度与所得结果相关联。据我们所知，这是首次报道在SO42−/CexZr1−xO2催化下，使用叔丁醇乙酸酯作为正电荷源进行改进型Ritter反应。