1 -甲基- 1H-咪唑-2 -羧酸甲酯 | 62366-53-4

• 物质功能分类: 化学试剂 - 有机试剂 - 酯类
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 1 -甲基- 1H-咪唑-2 -羧酸甲酯
• 中文别名: 1-甲基-1H-咪唑-2-甲酸甲酯；1-甲基-1H-咪唑-2-羧酸甲酯；(9ci)-1-甲基-1H-咪唑-2-羧酸甲酯
• 英文名称: methyl 1-methyl-1H-imidazole-2-carboxylate
• 英文别名: methyl 1-methylimidazole-2-carboxylate
• CAS: 62366-53-4
• 化学式: C₆H₈N₂O₂
• mdl: MFCD02179562
• 分子量: 140.142
• InChiKey: HEHAQSPPEDVSHC-UHFFFAOYSA-N

物化性质

• 沸点：
  90-94℃/0.6Torr
• 密度：
  1.18±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  44.1
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2933290090
• 危险性防范说明：
  P261,P305+P351+P338
• 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: Methyl 1-methyl-1H-imidazole-2-carboxylate
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: Methyl 1-methyl-1H-imidazole-2-carboxylate
CAS number: 62366-53-4

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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.
Storage: Store in closed vessels, refrigerated.

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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
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C6H8N2O2
Molecular weight: 140.1

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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.

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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：

  1 -甲基- 1H-咪唑-2 -羧酸甲酯 以 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 5.0h， 生成 2-(N,N-dimethylaminocarbonyl)-1,3-dimethylimidazolium triflate
  参考文献：
  名称：

  Bakhtiar, Cuross; Smith, Edward H., Journal of the Chemical Society. Perkin transactions I, 1994, # 3, p. 239 - 244

  摘要：

  DOI：
• 作为产物：
  描述：

  1-甲基-2-(三氯乙酰基)咪唑 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 四氢呋喃 为溶剂， 反应 14.0h， 生成 1 -甲基- 1H-咪唑-2 -羧酸甲酯
  参考文献：
  名称：

  [EN] BIARYL AMINO ACIDS AND THEIR USE IN DNA BINDING OLIGOMERS
  [FR] ACIDES AMINES

  摘要：

  公开号：

  WO2005085177A3
• 作为试剂：
  描述：

  4-氨基-1-(2-吲哚-3-基乙基)哌啶 、 2-羟基吡啶 、 1 -甲基- 1H-咪唑-2 -羧酸甲酯 在 1 -甲基- 1H-咪唑-2 -羧酸甲酯 氮气 、 silica 、 乙醇 作用下， 反应 5.0h， 以The title compound was isolated as a brown glass (0.97 g,)的产率得到N-[1-(2-[1H-indol-3-yl]ethyl)piperidin-4-yl]-1-methyl-1H-imidazole-2-carboxamide
  参考文献：
  名称：

  Indole derivatives

  摘要：

  本发明涉及式I的吲哚衍生物：##STR1## 其中，R.sub.1是氢、低碳基、卤素、低烷氧基或羟基，R.sub.2、R.sub.3和R.sub.4独立地表示氢或低碳基，A表示具有2到6个碳原子的烷基、氧代烷基或羟基烷基链或其药学上可接受的盐。这些化合物具有降压活性，同时表现出降低中枢神经系统抑制剂属性。还公开了制备式I化合物和包含它们的制药组合物的方法。

  公开号：

  US04772617A1

文献信息

• Masked<i>N</i>-Heterocyclic Carbene-Catalyzed Alkylation of Phenols with Organic Carbonates
  作者：Matthew Y. Lui、Alexander K. L. Yuen、Anthony F. Masters、Thomas Maschmeyer

  DOI：10.1002/cssc.201600493

  日期：2016.9.8

  An easily prepared masked N‐heterocyclic carbene, 1,3‐dimethylimidazolium‐2‐carboxylate (DMI‐CO2), was investigated as a “green” and inexpensive organocatalyst for the alkylation of phenols. The process made use of various low‐toxicity and renewable alkylating agents, such as dimethyl‐ and diethyl carbonate, in a focused microwave reactor. DMI‐CO2 was found to be a very active catalyst and excellent

  研究了一种易于制备的掩蔽N杂环卡宾1,3-二甲基咪唑-2-羧酸酯（DMI-CO 2），它是一种用于苯酚烷基化的“绿色”廉价有机催化剂。该方法在聚焦微波反应器中使用了各种低毒且可再生的烷基化剂，例如碳酸二甲酯和碳酸二乙酯。发现DMI-CO 2是非常活泼的催化剂，并且在相对温和的条件下获得了一系列芳基烷基醚的优异收率。在机理研究的基础上，合理化了在存在卡宾或1,8-二氮杂双环十一碳-7-烯（DBU）催化剂的情况下观察到的苯酚甲基化转化行为的差异。N的主要作用方式杂环卡宾是亲核催化。碳酸二烷基酯亲电子试剂的活化导致有机可溶醇盐的伴随放出，从而使酚醛原料脱质子。相反，DBU最初被苯酚质子化并因此被消耗。在某些酚盐烷基化发生之后，随后的再生和参与亲核催化才变得重要。
• イミダゾール−２−カルボン酸エステル誘導体又はその塩の製造方法
  申请人：東レ株式会社

  公开号：JP2017066077A

  公开（公告）日：2017-04-06

  【課題】反応のスケール及び試薬の添加時間に関係なく、安定して高い収率でイミダゾール−２−カルボン酸エステル誘導体又はその塩が得られる方法を開発し、工業的に有用なイミダゾール−２−カルボン酸エステル誘導体又はその塩を効率的に製造可能とすること。【解決手段】−４５℃〜１０℃の条件下で、イミダゾール誘導体又はその塩とトリエチルアミンとを、クロロギ酸エステル誘導体とアセトニトリルの混合液に添加する添加工程と、上記イミダゾール誘導体又はその塩と上記クロロギ酸エステル誘導体とを反応させ、イミダゾール−２−カルボン酸エステル誘導体又はその塩を得る反応工程と、を備える、上記イミダゾール−２−カルボン酸エステル誘導体又はその塩の製造方法。【選択図】なし

  无需添加时间和反应规模，开发一种稳定且高收率的方法，可在工业上高效制备咪唑-2-羧酸酯衍生物或其盐，并使工业上有用的咪唑-2-羧酸酯衍生物或其盐能够高效制造。在-45℃至10℃条件下，通过将咪唑衍生物或其盐与三乙胺添加到氯化酯衍生物和乙腈的混合液中的添加步骤，以及通过使咪唑衍生物或其盐与氯化酯衍生物反应从而得到咪唑-2-羧酸酯衍生物或其盐的反应步骤，来实现上述目的。
• Facile preparation of aromatic esters from aromatic bromides with ethyl formate or DMF and molecular iodine via aryllithium
  作者：Sousuke Ushijima、Katsuhiko Moriyama、Hideo Togo

  DOI：10.1016/j.tet.2012.04.016

  日期：2012.6

  Various aromatic bromides were treated with n-BuLi and subsequently with ethyl formate, followed by the reaction with ethanol and molecular iodine in the presence of K2CO3 to provide the corresponding aromatic ethyl esters in good yields. Moreover, aromatic bromides could be transformed into the corresponding aromatic methyl esters in good yields by the treatment with n-BuLi and subsequently with DMF

  各种芳族溴化物先用n- BuLi处理，然后再用甲酸乙酯处理，然后在K 2 CO 3存在下与乙醇和分子碘反应，以高收率提供相应的芳族乙基酯。此外，通过用n- BuLi和随后用DMF处理，然后与甲醇，分子碘和K 2 CO 3反应，可以将芳族溴化物以良好的产率转化成相应的芳族甲基酯。通过用n处理，一些芳族化合物也可以高收率转化为相应的芳族酯。-BuLi，然后与甲酸乙酯或DMF进行反应，然后与分子碘和K 2 CO 3反应。本反应为无过渡金属，无一氧化碳的因此为芳族溴化物和芳族化合物到芳族酯的环境友好的一锅转化提供了新颖的途径。
• Heterocyclic compound and use thereof
  申请人：Takanobu Kuroita

  公开号：US20100137587A1

  公开（公告）日：2010-06-03

  Compounds represented by the formulas wherein each symbol is as defined in the specification, and a prodrug thereof have a superior renin inhibitory activity, and are useful as agents for the prophylaxis or treatment of hypertension, various organ damages attributable to hypertension and the like.

  由以下公式表示的化合物，其中每个符号如规范中定义，并且其前药具有优越的肾素抑制活性，可用作预防或治疗高血压、高血压引起的各种器官损伤等药物。
• Radical CH Functionalization of Heteroarenes under Electrochemical Control
  作者：Alexander G. O'Brien、Akinobu Maruyama、Yasuhide Inokuma、Makoto Fujita、Phil S. Baran、Donna G. Blackmond

  DOI：10.1002/anie.201407948

  日期：2014.10.27

  Electrochemical reactions are shown to be effective for the CH functionalization of a number of heterocyclic substrates that are recalcitrant to conventional peroxide radical initiation conditions. Monitoring reaction progress under electrochemical conditions provides mechanistic insight into the CH functionalization of a series of heterocycles of interest in medicinal chemistry.

  电化学反应被证明对于许多杂环底物的C = H 官能化是有效的，这些底物对传统的过氧化物自由基引发条件是不利的。监测电化学条件下的反应进程为药物化学中一系列感兴趣的杂环化合物的C → H 官能化提供了机制见解。