2-乙酰氨基-5-氯-4-甲基吡啶 | 148612-16-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 2-乙酰氨基-5-氯-4-甲基吡啶
• 英文名称: N-(5-chloro-4-methylpyridin-2-yl)acetamide
• 英文别名: 2-acetamido-4-methyl-5-chloropyridine
• CAS: 148612-16-2
• 化学式: C₈H₉ClN₂O
• mdl: MFCD07375088
• 分子量: 184.625
• InChiKey: PBVXRNRTVIVNEC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  42
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2933399090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-Acetamido-5-chloro-4-methylpyridine
Synonyms: N-(5-Chloro-4-methylpyridin-2-yl)acetamide; 2-Acetamido-5-chloro-4-picoline

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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: 2-Acetamido-5-chloro-4-methylpyridine
CAS number: 148612-16-2

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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: C8H9ClN2O
Molecular weight: 184.6

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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：

  2-乙酰氨基-5-氯-4-甲基吡啶 、 对三氟甲氧基苯胺 在 potassium tert-butylate 、 [bis-1,3-(2,4,6-triisopropylbenzyl)-5,6-dimethylbenzimidazol-2-ylidene]-N-(3-Chloropyridine)dichloropalladium(II) 作用下， 以 甲苯 为溶剂， 以79%的产率得到N-(4-methyl-5-(4-(trifluoromethoxy)phenylamino)pyridin-2-yl)acetamide
  参考文献：
  名称：

  立体富集的大体积1,3-双（N，N'-芳烷基）苯并咪唑鎓基Pd-PEPPSI复合物用于Buchwald–Hartwig胺化反应

  摘要：

  Pd-PEPPSI（钯-吡啶增强的预催化剂制备过程的稳定和引发）配合物现已成为定义为C–C和C–N键形成的催化剂。与此相关，我们准备了一个由六个空气和水分稳定的，简单到大体积的苄基取代基组成的系列，这些取代基带有苯并咪唑核心Pd-PEPPSI复合物C1-C6。通过X射线衍射（XRD）研究证实了C6的结构，并通过％V Bur确定了N杂环卡宾的空间压力计算。值得注意的是，这些NHC-Pd-Py骨架表现出苯并咪唑NHCs良好的σ供体和π扩展电子性质，这是催化的基本要求。与先前报道的其他催化剂在温和的反应条件下，在3-氯吡啶和各种芳基/杂芳基胺之间进行布赫瓦尔德-哈特维格交叉偶联反应相比，已证明所制备的配合物具有出色的压倒性。另一方面，不需要外部添加剂或配体将铅母体分子完全转化为产物。更值得注意的是，与其他配合物C1-C5相比，C6具有明显的催化活性用于C–N键的形成。此外，底物的范围可以扩展到其

  DOI：

  10.1039/d0nj01294g
• 作为产物：
  描述：

  N-chloro-N-(4-methylpyridin-2-yl)acetamide 以87%的产率得到
  参考文献：
  名称：

  Igarashi Yoshio, Asano Humihiro, Yagami Keisuke, Watanabe Shoji, Nippon kagaku kaishi (J. Chem. Soc. Jap), (1994) N 11, S 1036-1041

  摘要：

  DOI：

文献信息

• Method of producing 2-acyl amino 5-halogenopyridine compounds
  申请人：Ichikawa Gosei Chemical Co., Ltd.

  公开号：US05290943A1

  公开（公告）日：1994-03-01

  A 2-amino-3-nitro-5-halogenopyridine is formed from a 2-acylaminopyridine by way of a 2-acylamino-5-halogenopyridine. The 2-acetamido-5-bromopyridine may be formed from the 2-acylaminopyridine by way of a 2-acylaminopyridinium-HBr.sub.3 salt.

  一种2-酰胺基吡啶通过2-酰胺基-5-卤代吡啶形成2-氨基-3-硝基-5-卤代吡啶。2-乙酰胺基-5-溴代吡啶可以通过2-酰胺基吡啶和2-酰胺基吡啶盐酸三溴化物形成。
• Method of producing 2-amino-3-nitro-5-halogenopyridine
  申请人：ICHIKAWA GOSEI CHEMICAL CO., LTD.

  公开号：EP0530524B1

  公开（公告）日：2003-02-05
• US5290943A
  申请人：——

  公开号：US5290943A

  公开（公告）日：1994-03-01
• US5453512A
  申请人：——

  公开号：US5453512A

  公开（公告）日：1995-09-26
• Sterically enriched bulky 1,3-bis(<i>N</i>,<i>N</i>′-aralkyl)benzimidazolium based Pd-PEPPSI complexes for Buchwald–Hartwig amination reactions
  作者：Motakatla Venkata Krishna Reddy、Gokanapalli Anusha、Peddiahgari Vasu Govardhana Reddy

  DOI：10.1039/d0nj01294g

  日期：——

  outstanding and overwhelming reactivity compared to other previously reported catalysts for the Buchwald–Hartwig cross-coupling reactions between 3-chloropyridine and various aryl/heteroaryl amines under mild reaction conditions. On the other hand, there is no need for external additives or ligands for the complete conversion of lead parent molecules to products. More remarkably, C6 accomplished significant

  Pd-PEPPSI（钯-吡啶增强的预催化剂制备过程的稳定和引发）配合物现已成为定义为C–C和C–N键形成的催化剂。与此相关，我们准备了一个由六个空气和水分稳定的，简单到大体积的苄基取代基组成的系列，这些取代基带有苯并咪唑核心Pd-PEPPSI复合物C1-C6。通过X射线衍射（XRD）研究证实了C6的结构，并通过％V Bur确定了N杂环卡宾的空间压力计算。值得注意的是，这些NHC-Pd-Py骨架表现出苯并咪唑NHCs良好的σ供体和π扩展电子性质，这是催化的基本要求。与先前报道的其他催化剂在温和的反应条件下，在3-氯吡啶和各种芳基/杂芳基胺之间进行布赫瓦尔德-哈特维格交叉偶联反应相比，已证明所制备的配合物具有出色的压倒性。另一方面，不需要外部添加剂或配体将铅母体分子完全转化为产物。更值得注意的是，与其他配合物C1-C5相比，C6具有明显的催化活性用于C–N键的形成。此外，底物的范围可以扩展到其