2-氨基-N-对甲苯苯甲酰胺 | 32212-38-7

• 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: 2-氨基-N-对甲苯苯甲酰胺
• 中文别名: 4'-甲基苯甲醯亞胺酸苯胺；2-氨基-N-(4-甲基苯基)苯甲酰胺
• 英文名称: 2-amino-N-(4-methylphenyl)benzamide
• 英文别名: 2-amino-N-(p-tolyl)benzamide；4'-Methylanthranilanilide
• CAS: 32212-38-7
• 化学式: C₁₄H₁₄N₂O
• mdl: MFCD00115975
• 分子量: 226.278
• InChiKey: ULNAKLMMGXHGJQ-UHFFFAOYSA-N

物化性质

• 熔点：
  189 °C
• 沸点：
  325.5±35.0 °C(Predicted)
• 密度：
  1.210±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.071
• 拓扑面积：
  55.1
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 海关编码：
  2924299090
• 危险性防范说明：
  P261,P264,P270,P271,P280,P301+P312,P302+P352,P304+P340,P305+P351+P338,P330,P332+P313,P337+P313,P362,P403+P233,P405,P501
• 危险性描述：
  H302,H315,H319,H335

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-Amino-N-p-tolylbenzamide
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: 2-Amino-N-p-tolylbenzamide
CAS number: 32212-38-7

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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: C14H14N2O
Molecular weight: 226.3

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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：

  2-氨基-N-对甲苯苯甲酰胺 在 对甲苯磺酸 作用下， 以 甲醇 为溶剂， 反应 5.0h， 以91%的产率得到3-(p-tolyl)benzo[d][1,2,3]triazin-4(3H)-one
  参考文献：
  名称：

  通过稳定的芳烃重氮盐一锅法合成N-取代苯环化三唑

  摘要：

  开发了一种温和有效的一锅法合成 1,2,3-benzotriazin-4(3 H )-ones 和 benzothiatriazine-1,1( 2H )-dioxide 类似物。该方法涉及通过使用聚合物负载的亚硝酸盐试剂和对甲苯磺酸制备的稳定的重氮盐对 2-氨基苯甲酰胺和 2-氨基苯磺酰胺进行重氮化和随后的环化。该转化与多种芳基官能团和酰胺/磺酰胺取代基相容，可用于合成药学上重要的靶标。通过制备含有 1,2,3-benzotriazin-4(3 H )-one的 α-氨基酸，进一步证明了一锅重氮环化过程的合成效用。

  DOI：

  10.1039/d1ob00968k
• 作为产物：
  描述：

  N-(4-甲苯基)-2-硝基苯甲酰胺 在 四羟基二硼 、 水 作用下， 反应 8.0h， 以76%的产率得到2-氨基-N-对甲苯苯甲酰胺
  参考文献：
  名称：

  用 B2(OH)4/H2O 将硝基芳烃无金属还原为胺

  摘要：

  已经开发出一种由二硼酸在温和条件下用水作为氢供体和溶剂介导的硝基芳烃的无金属还原。以良好的官能团耐受性和良好的收率获得了一系列芳香胺。

  DOI：

  10.1055/s-0037-1610086

文献信息

• Synthesis and properties of 1,2-dihydro-4(3H)-quinazolinones
  作者：D. S. Khachatryan、S. K. Belus、V. A. Misyurin、M. A. Baryshnikova、A. V. Kolotaev、K. R. Matevosyan

  DOI：10.1007/s11172-017-1852-2

  日期：2017.6

  We modified the preparative-scale method for the synthesis of 2-aryl 1,2-dihydro-4(3H)-quinazolinone derivatives obtained in high yields by the reaction of new and commercially available aromatic aldehydes with anthranilic acid amides. A series of quinazolinone derivatives possessing anticancer and antiparasitic activities, as well as capable of preventing the progress of neurodegenerative diseases

  我们改进了合成 2-芳基 1,2-二氢-4(3H)-喹唑啉酮衍生物的制备规模方法，该衍生物通过新的和市售的芳香醛与邻氨基苯甲酸酰胺反应以高产率获得。表征了一系列具有抗癌和抗寄生虫活性以及能够预防神经退行性疾病进展的喹唑啉酮衍生物。有理由对这些物质进行临床试验，以便选择有希望用于临床应用的化合物。
• Selective Cleavage of Inert Aryl C–N Bonds in <i>N</i>-Aryl Amides
  作者：Zhiguo Zhang、Dan Zheng、Yameng Wan、Guisheng Zhang、Jingjing Bi、Qingfeng Liu、Tongxin Liu、Lei Shi

  DOI：10.1021/acs.joc.7b02880

  日期：2018.2.2

  A highly selective, IBX-promoted reaction has been developed for the oxidative cleavage of inert C(aryl)–N bonds on secondary amides while leaving the C(carbonyl)–N bond unchanged. This metal-free reaction proceeds under mild conditions (HFIP/H2O, 25 °C), providing facile access to various useful primary amides, some of which would be otherwise unattainable using conventional aminolysis and hydrolysis

  已经开发出一种高度选择性的IBX促进的反应，用于氧化裂解仲酰胺上的惰性C（芳基）-N键，同时保持C（羰基）-N键不变。这种无金属的反应在温和的条件下（HFIP / H 2 O，25°C）进行，可以轻松获得各种有用的伯酰胺，而使用常规的氨解和水解方法则无法实现其中的某些。
• Transition-metal and oxidant-free approach for the synthesis of diverse N-heterocycles by TMSCl activation of isocyanides
  作者：Liangliang Luo、Hongyan Li、Jinxin Liu、Yuan Zhou、Lin Dong、You-Cai Xiao、Fen-Er Chen

  DOI：10.1039/d0ra04636a

  日期：——

  A highly efficient TMSCl-mediated addition of N-nucleophiles to isocyanides has been achieved.

  一种高效的TMSCl介导的N-亲核试剂加成到异氰酸酯的方法已经实现。
• 一种芳硝基还原为芳胺的方法
  申请人：宜昌尚诺德生物医药科技有限公司

  公开号：CN106800493B

  公开（公告）日：2020-06-30

  本发明涉及了一种芳硝基还原为芳胺的方法：（1）该方法以芳硝基化合物为原料，以水为氢源，以廉价易得的钯化合物作为催化剂，四羟基二硼为添加剂，还原硝基得到产物；（2）该方法以芳硝基化合物为原料，以廉价易得的铜盐为催化剂，四羟基二硼为添加剂，还原硝基得到产物；（3）该方法以芳硝基化合物为原料，以水为氢源，四羟基二硼为添加剂，不需要金属催化剂，就可以还原硝基得到产物。本发明所提供芳胺的制备方法，反应条件温和，成本低、环境友好、产率高，适合工业化生产。
• TBHP as Methyl Source under Metal-Free Aerobic Conditions To Synthesize Quinazolin-4(3<i>H</i> )-ones and Quinazolines by Oxidative Amination of C(sp³ )-H Bond
  作者：Sushobhan Mukhopadhyay、Dinesh S. Barak、Sanjay Batra

  DOI：10.1002/ejoc.201800495

  日期：2018.6.15

  tert‐Butyl hydroperoxide (TBHP) served as the methyl source under metal‐free aerobic conditions in the oxidative amination of a C(sp3)–H bond to provide quinazolin‐4(3H)‐one and quinazoline derivatives.

  在无金属好氧条件下，叔丁基过氧化氢（TBHP）在C（sp 3）-H键的氧化胺化反应中作为甲基源，提供了quinazolin-4（3 H）-one和quinazoline衍生物。