2-氨基-5-甲氧基苯甲腈 | 23842-82-2

• 物质功能分类: 有机原料
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 2-氨基-5-甲氧基苯甲腈
• 中文别名: 2-氨基-5-甲氧基苯腈；2-氰基-4-甲氧基苯胺
• 英文名称: 2-amino-5-methoxybenzonitrile
• 英文别名: 5-methoxy-2-aminobenzonitrile；2-cyano-4-methoxyaniline
• CAS: 23842-82-2
• 化学式: C₈H₈N₂O
• 分子量: 148.164
• InChiKey: SRWMPAZUWXLIPG-UHFFFAOYSA-N

物化性质

• 熔点：
  46-47℃
• 沸点：
  302℃
• 密度：
  1.17
• 闪点：
  137℃
• 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)：
  1.5
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  59
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2926909090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  2-8℃

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-Amino-5-methoxybenzonitrile
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-5-methoxybenzonitrile
CAS number: 23842-82-2

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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: C8H8N2O
Molecular weight: 148.2

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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：

  2-氨基-5-甲氧基苯甲腈 在 盐酸 、 水 作用下， 以 四氢呋喃 为溶剂， 生成 1-(2-氨基-5-甲氧基苯基)-乙酮
  参考文献：
  名称：

  Cp * CyRh（III）/ KOPiv催化的分子内脱氢交叉偶联用于构建八元Sultam / Lactam骨架的实验和计算研究。

  摘要：

  本文描述的是一种不寻常的Cp * Cy Rh（III）催化的分子内位点特异性芳基C–H环化反应，一种高度化学选择性的实验方案，可直接获得具有广泛的底物/官能团耐受性的八元sultams / lactams。实验和计算研究表明，这种转化涉及独特的PivOH辅助的芳基CH活化/烯烃插入/β-H消除/氢转移过程，其中Rh（III）-氢化物为活性中间体，并伴随释放H 2作为主要副产物，因此可以实现具有氧化还原中性和高度原子经济特性的发达的Cp * Cy Rh（III）催化。

  DOI：

  10.1021/acs.orglett.0c01823
• 作为产物：
  描述：

  5-甲氧基-2-硝基苯甲酸 在 sodium dithionite 、 水 、 三乙胺 、 三氟乙酸酐 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 2.0h， 生成 2-氨基-5-甲氧基苯甲腈
  参考文献：
  名称：

  [EN] HETEROCYCLIC INHIBITORS OF HISTAMINE RECEPTORS FOR THE TREATMENT OF DISEASE
  [FR] INHIBITEURS HÉTÉROCYCLIQUES DE RÉCEPTEURS DE L'HISTAMINE DESTINÉS AU TRAITEMENT DE MALADIE

  摘要：

  公开号：

  WO2011112731A3

文献信息

• Selective reduction of aromatic nitro compounds with stannous chloride in non acidic and non aqueous medium
  作者：F.D. Bellamy、K. Ou

  DOI：10.1016/s0040-4039(01)80041-1

  日期：1984.1

  Aromatic nitro compounds are readily reduced by SnCl2, 2 H2O in alcohol or ethyl acetate or by anhydrous SnCl2 in alcohol where other reducible or acid sensitive groups such as aldehyde, ketone, ester, cyano, halogen and O-benzyl remain unaffected.

  醇或乙酸乙酯中的SnCl 2，2 H 2 O或醇中的无水SnCl 2可以很容易地还原芳香硝基化合物，而醛，酮，酯，氰基，卤素和O-苄基等其他可还原或酸敏感基团则不受影响。
• Metal-free chemoselective reduction of nitroaromatics to anilines via hydrogen transfer strategy
  作者：Qi Shuai、Jun Li、Feng Zhao、Weike Su、Guojun Deng

  DOI：10.1007/s11696-018-0634-0

  日期：2019.4

  A novel protocol for chemoselective reduction of aromatic nitro compounds to aromatic amines has been established. The metal-free reduction goes through a hydrogen transfer process. Various easily reducible functional groups can be well tolerated under the optimized reaction conditions.

  建立了将芳香族硝基化合物化学选择性还原为芳香族胺的新方案。无金属还原通过氢转移过程进行。在优化的反应条件下，各种容易还原的官能团都可以被很好地耐受。
• Diverse Tandem Cyclization Reactions of <i>o</i>-Cyanoanilines and Diaryliodonium Salts with Copper Catalyst for the Construction of Quinazolinimine and Acridine Scaffolds
  作者：Xinlong Pang、Chao Chen、Xiang Su、Ming Li、Lirong Wen

  DOI：10.1021/ol503156g

  日期：2014.12.5

  Two cyclization modes are realized to produce different nitrogen-containing heterocycles, i.e., quinazolin-4(3H)-imines and acridines by assembling o-cyanoanilines and diaryliodonium salts via tandem reaction pathways.

  通过经由串联反应途径组装邻氰基苯胺和二芳基碘鎓盐，实现了两种环化模式以产生不同的含氮杂环，即喹唑啉-4（3 H）-亚胺和a啶。
• 一种喹唑啉酮衍生物的制备方法
  申请人：淮阴工学院

  公开号：CN112645887B

  公开（公告）日：2023-01-13

  本发明公开了一种喹唑啉酮衍生物的制备方法，包括以下步骤：式I所示的邻氨基苯甲腈类化合物与式II所示的醛溶于溶剂中，在催化剂、配体以及碱的共同作用下，加热反应生成式Ⅲ所示的喹唑啉‑4(3H)‑酮衍生物，反应结束后，分离得喹唑啉‑4(3H)‑酮衍生物粗产物，粗产物经提纯得到喹唑啉‑4(3H)‑酮衍生物纯品；本发明以从容易获得的邻氨基苯甲腈和醛为起始原料，在氯化铜和碳酸铯的共同作用下，邻氨基苯甲腈原位水解生成邻氨基苯甲酰胺，继而和醛反应，“一锅法”得到喹唑啉酮衍生物，反应以水为溶剂，绿色环保，具有广阔的应用前景。
• METHOD OF IMPROVING STABILITY OF SWEET ENHANCER AND COMPOSITION CONTAINING STABILIZED SWEET ENHANCER
  申请人：TACHDJIAN Catherine

  公开号：US20120041078A1

  公开（公告）日：2012-02-16

  The present invention includes methods of stabilizing one or more sweet enhancers when they are exposed to a light source as well as liquid compositions containing one or more sweet enhancers and one or more photostabilizers.

  本发明包括在甜味增强剂暴露于光源时稳定一个或多个甜味增强剂的方法，以及包含一个或多个甜味增强剂和一个或多个光稳定剂的液体组合物。