5-溴-8-甲氧基-2-甲基-喹啉 | 103862-55-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 中文名称: 5-溴-8-甲氧基-2-甲基-喹啉
• 中文别名: 5-溴-8-甲基喹啉；5-溴-8-甲氧基-2-甲基喹啉
• 英文名称: 2-methyl-5-bromo-8-methoxyquinoline
• 英文别名: 5-bromo-8-methoxy-2-methylquinoline
• CAS: 103862-55-1
• 化学式: C₁₁H₁₀BrNO
• mdl: MFCD04966993
• 分子量: 252.11
• InChiKey: MCBRCJBMVOOJFX-UHFFFAOYSA-N

物化性质

• 熔点：
  114℃
• 沸点：
  341℃
• 密度：
  1.455
• 闪点：
  160℃

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  22.1
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2933499090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H315,H319,H335
• 储存条件：
  室温和干燥环境下使用。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 5-Bromo-8-methoxy-2-methylquinoline
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: 5-Bromo-8-methoxy-2-methylquinoline
CAS number: 103862-55-1

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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: C11H10BrNO
Molecular weight: 252.1

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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 bromide.

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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：

  5-溴-8-甲氧基-2-甲基-喹啉 在 三氯化铝 、 水 、 氢溴酸 作用下， 生成 溴喹那多
  参考文献：
  名称：

  50. 8-羟基喹啉的一些溴取代的衍生物

  摘要：

  DOI：

  10.1039/jr9570000290
• 作为产物：
  描述：

  5,7-dibromo-8,8-dimethoxy-7,8-dihydroquinaldine 在 十二硫醇 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 以82%的产率得到5-溴-8-甲氧基-2-甲基-喹啉
  参考文献：
  名称：

  富电子稠合杂环芳烃通过亲电子芳族加成反应的多功能官能化及其应用

  摘要：

  通过区域选择性脱溴，1,3-溴转移过程，强碱处理芳构化，C7位使用胺和氰化物作为亲核试剂在没有金属源和不存在金属的情况下亲核取代反应，合成了不同的功能化8-甲氧基奎纳啶。不寻常的亲电子芳族加成（Ad E Ar）反应产物7和8的催化剂。另外，在室温下由N-（烷基氨基）-8-甲氧基喹啉在室温下在CANOH和H 2 O中存在CAN（硝酸硝酸铵）10分钟，制得喹诺啶-7,8-二酮。在广告E中Ar反应中，根据甲氧基和溴的占据位置，通过区分反应路线生成了新的立体选择性脱芳构加成产物。Ad E Ar反应不仅允许富电子稠合的杂环芳烃的功能化，而且为亲电芳族取代反应的另一种机理提供了一条新的合成途径。

  DOI：

  10.1016/j.tet.2016.07.010

文献信息

• Iron-Catalyzed Direct Alkenylation of 2-Substituted Azaarenes with <i>N</i>-Sulfonyl Aldimines via C–H Bond Activation
  作者：Bo Qian、Pan Xie、Yinjun Xie、Hanmin Huang

  DOI：10.1021/ol200684b

  日期：2011.5.20

  A novel iron-catalyzed alkenylation of 2-substituted azaarenes through sp3 C–H bond activation has been developed. A favorable E2-elimination is proposed as a key step to cleavage of C–H and C–N bonds for the construction of a C═C bond in high stereoselectivity. This transformation represents an efficient way to synthesize 2-alkenylated azaarenes from simple starting materials.

  通过sp 3 C–H键活化，已开发出一种新型的铁催化的2-取代的氮杂芳烃的烯基化反应。提出了一种有利的消除E2的方法，作为裂解C–H和C–N键的关键步骤，以高立体选择性构建C═C键。这种转化代表了一种由简单的起始原料合成2-烯基化氮杂芳烃的有效方法。
• 一种N-(芳基/杂芳基)烷基-二酰胺的制备方 法
  申请人：中国科学院兰州化学物理研究所

  公开号：CN112047925B

  公开（公告）日：2021-06-25

  本发明涉及一种N‑(芳基/杂芳基)烷基‑二酰胺的制备方法，在氮气保护下，将过渡金属、膦或氮配体、助催化剂、碱、溶剂、N‑卤代环二酰胺、烷基‑芳环或烷基‑杂芳环化合物依次加入到反应容器中，于80~140℃发生氧化胺化反应，6~48小时后反应结束，经蒸干溶剂、柱层析分离即得N‑(芳基/杂芳基)烷基‑二酰胺类化合物。本发明合成工艺简单，反应条件温和，产率高，易于工业化。
• HETEROCYCLIC BIARYL DERIVATIVE AND PDE INHIBITOR COMPRISING SAME AS ACTIVE INGREDIENT
  申请人：Kohno Yasushi

  公开号：US20110178041A1

  公开（公告）日：2011-07-21

  Novel heterocyclic biaryl derivatives were disclosed which are useful as pharmaceutical agents and which exhibit a phosphodiesterase-inhibitory action. The heterocyclic biaryl derivatives are represented by the following general formula (1): wherein the Heterocycle 1 and the Heterocycle 2 are directly bonded together.

  揭示了一种新颖的杂环双芳基衍生物，可用作药物，并表现出磷酸二酯酶抑制作用。这些杂环双芳基衍生物由以下一般式（1）表示： 其中杂环1和杂环2直接连接在一起。
• PYRAZOLONE DERIVATIVE AND PDE INHIBITOR CONTAINING THE SAME AS ACTIVE INGREDIENT
  申请人：Kyorin Pharmaceutical Co., Ltd.

  公开号：EP2168960A1

  公开（公告）日：2010-03-31

  It is to provide a novel pyrazolone derivative represented by the following general formula (1), which is useful as a pharmaceutical and has a phosphodiesterase inhibitory action: wherein R1,R2: C1-6 alkyl; R3,R4: H, X, C1-6 alkoxy; Z:O, S; A:AA, BB, wherein AA represents wherein BB represents wherein R5: H, C1-6 alkyl ; R6,R7: C1-6 alkyl.

  提供一种新颖的吡唑酮衍生物， represented by the following general formula (1)，该衍生物可用作药物，并具有磷酸二酯酶抑制作用： 其中 R1，R2：C1-6烷基；R3，R4：H，X，C1-6烷氧基；Z：O，S；A：AA，BB，其中AA代表 其中BB代表 其中R5：H，C1-6烷基；R6，R7：C1-6烷基。
• PYRIDAZINONE DERIVATIVE AND PDE INHIBITOR CONTAINING THE SAME AS ACTIVE INGREDIENT
  申请人：Kyorin Pharmaceutical Co., Ltd.

  公开号：EP2168959A1

  公开（公告）日：2010-03-31

  It is to provide a novel pyridazinone derivative represented by the following general formula (1), which is useful as a pharmaceutical and has a phosphodiesterase inhibitory action: wherein R1 represents H or C1-6 alkyl, each of R2 and R3 represents H, X, C1-6 alkoxy, Z represents O or S, and A represents AA or BB, wherein AA represents: and BB represents: wherein R4 represents H or C1-6 alkyl, and each of R5 and R6 represents C1-6 alkyl.

  提供一种新颖的吡啶并酮衍生物，其通式如下（1），可用作药物，并具有磷酸二酯酶抑制作用： 其中R1代表H或C1-6烷基，R2和R3各自代表H、X、C1-6烷氧基，Z代表O或S，A代表AA或BB，其中AA代表： 而BB代表： 其中R4代表H或C1-6烷基，R5和R6各自代表C1-6烷基。