N-甲酰基-2-溴4-三氟甲氧基苯胺 | 941294-53-7

• 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: N-甲酰基-2-溴4-三氟甲氧基苯胺
• 中文别名: N-甲酰基-2-溴-4-三氟甲氧基苯胺
• 英文名称: N-(2-bromo-4-(trifluoromethoxy)phenyl)formamide
• 英文别名: N-[2-bromo-4-(trifluoromethoxy)phenyl]formamide
• CAS: 941294-53-7
• 化学式: C₈H₅BrF₃NO₂
• 分子量: 284.032
• InChiKey: SPMBDIDHPBXCCV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  5

安全信息

• 海关编码：
  2924299090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: N-Formyl 2-bromo-4-trifluoromethoxyaniline
Synonyms: (4-formylamino-3-bromophenyl) trifluoromethyl ether

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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: N-Formyl 2-bromo-4-trifluoromethoxyaniline
CAS number: 941294-53-7

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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: C8H5BrF3NO2
Molecular weight: 284.0

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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 fluoride, 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：

  N-甲酰基-2-溴4-三氟甲氧基苯胺 在 sodium hydride 、 potassium hydroxide 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 水 、 mineral oil 为溶剂， 反应 3.0h， 生成 N-(2-(1-hydroxycyclobutyl)-4-trifluoromethoxyphenyl)amine
  参考文献：
  名称：

  Rh2(II)-催化环丁醇取代芳基叠氮化物的扩环获得中等大小的N-杂环

  摘要：

  发现了一种新的 Rh2(II)-N-芳基腈的反应模式，它有助于从邻环丁醇取代的芳基叠氮化物合成中等大小的 N-杂环。催化循环的关键环扩展步骤具有化学选择性和立体特异性。我们的机械实验暗示了铑 N-芳基硝基催化中间体的形成，并揭示了这种亲电子物种的 sp3 CH 键胺化与扩环过程具有竞争性。

  DOI：

  10.1021/jacs.7b01833
• 作为产物：
  描述：

  甲酸 、 2-溴-4-三氟甲氧基苯胺 在 乙酸酐 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以100%的产率得到N-甲酰基-2-溴4-三氟甲氧基苯胺
  参考文献：
  名称：

  Rh2(II)-催化环丁醇取代芳基叠氮化物的扩环获得中等大小的N-杂环

  摘要：

  发现了一种新的 Rh2(II)-N-芳基腈的反应模式，它有助于从邻环丁醇取代的芳基叠氮化物合成中等大小的 N-杂环。催化循环的关键环扩展步骤具有化学选择性和立体特异性。我们的机械实验暗示了铑 N-芳基硝基催化中间体的形成，并揭示了这种亲电子物种的 sp3 CH 键胺化与扩环过程具有竞争性。

  DOI：

  10.1021/jacs.7b01833

文献信息

• A convenient palladium-catalyzed carbonylative synthesis of 4(3H)-quinazolinones from 2-bromoformanilides and organo nitros with Mo(CO)₆ as a multiple promoter
  作者：Lin He、Muhammad Sharif、Helfried Neumann、Matthias Beller、Xiao-Feng Wu

  DOI：10.1039/c4gc00801d

  日期：——

  A novel and convenient procedure for the synthesis of quinazolinones has been developed. Using 2-bromoformanilides and organo nitros as substrates and Mo(CO)6 as a multiple promoter, the desired products were isolated in moderate to excellent yields in the presence of a palladium catalyst. Here, Mo(CO)6 was not only a CO source, but also a nitro compound reducing reagent and a cyclization promoter

  已经开发了新颖且方便的合成喹唑啉酮的方法。使用2-溴甲酰苯胺和有机亚硝基作为底物，使用Mo（CO）6作为多重促进剂，在钯催化剂存在下，以中等至极好的收率分离出所需的产物。在此，Mo（CO）6不仅是CO源，而且是硝基化合物还原剂和环化促进剂。
• Regiodivergent Access to Five- and Six-Membered Benzo-Fused Lactams: Ru-Catalyzed Olefin Hydrocarbamoylation
  作者：Bin Li、Yoonsu Park、Sukbok Chang

  DOI：10.1021/ja411913e

  日期：2014.1.22

  We report herein a new strategy of the Ru-catalyzed intramolecular olefin hydrocarbamoylation for the regiodivergent synthesis of five- and six-membered benzo-fused lactams starting from N-(2-alkenylphenyl)formamides. Using a combined catalyst of Ru3(CO)12/Bu4NI in DMSO/toluene cosolvent (catalytic system A), a 5-exo-type cyclization proceeds favorably to form indolin-2-ones as a major product in good

  我们在此报告了 Ru 催化的分子内烯烃烃氨基甲酰化的新策略，用于从 N-（2-烯基苯基）甲酰胺开始的五元和六元苯并稠合内酰胺的区域发散合成。在 DMSO/甲苯共溶剂中使用 Ru3(CO)12/Bu4NI 的组合催化剂（催化体系 A），5-外型环化反应顺利进行，形成主要产物 indolin-2-ones，收率良好至极好。当反应在 DMA/PhCl（催化体系 B）中不存在卤化物添加剂的情况下进行时，通过 6-内环化过程主要以中等至高产率获得 3,4-二氢喹啉-2-酮。观察到各种底物具有出色的区域选择性，可提供 5-外环化或 6-内环化内酰胺。发现虽然选择性环化主要受所用催化体系的选择控制，但它也受底物结构性质的影响很大。卤化物桥连的三核络合物 [Ru3(CO)10(μ2-I)](-) 被假定为催化体系 A 中的活性物种。提出了两种反应途径，其中 Ru 催化的甲酰基氧化加成CH 或 NH 键引发随后的环化过程。
• [EN] BICYCLIC HETEROARYL DERIVATIVES AND PREPARATION AND USES THEREOF<br/>[FR] DÉRIVÉS HÉTÉROARYLES BICYCLIQUES, PRÉPARATION ET UTILISATIONS ASSOCIÉES
  申请人：XW LAB INC

  公开号：WO2018176343A1

  公开（公告）日：2018-10-04

  Compounds of Formula (A), where the definition of the variables are as described in the description, as well as their preparation and uses, and pharmaceutical compositions comprising these compounds and their uses as modulators of dysfunctional glutamate transmission are provided. Uses of the compounds or pharmaceutical compositions in treating or preventing certain neurological and psychiatric disorders and diseases as well as cancer in humans are also provided.

  提供了Formula (A)的化合物，其中变量的定义如描述中所述，以及它们的制备和用途，以及包含这些化合物的药物组合物及其用途作为功能性谷氨酸传递调节剂。还提供了这些化合物或药物组合物在治疗或预防人类某些神经和精神疾病以及癌症中的用途。
• Bicyclic heteroaryl derivatives and preparation and uses thereof
  申请人：XW LABORATORIES INC.

  公开号：US10640476B2

  公开（公告）日：2020-05-05

  The present invention relates compounds of Formula (A), as well as their preparation and uses, and further relates pharmaceutical compositions comprising these compounds and their uses as modulators of dysfunctional glutamate transmission. The present invention also relates to uses of the compounds or pharmaceutical compositions in treating or preventing certain neurological and psychiatric disorders and diseases as well as cancer in humans.

  本发明涉及式（A）化合物及其制备方法和用途，还涉及包含这些化合物的药物组合物及其作为谷氨酸传递障碍调节剂的用途。本发明还涉及这些化合物或药物组合物在治疗或预防某些神经和精神疾病以及人类癌症方面的用途。
• BICYCLIC HETEROARYL DERIVATIVES AND PREPARATION AND USES THEREOF
  申请人：XW LABORATORIES INC.

  公开号：US20200181102A1

  公开（公告）日：2020-06-11

  The present invention relates compounds of Formula (A), as well as their preparation and uses, and further relates pharmaceutical compositions comprising these compounds and their uses as modulators of dysfunctional glutamate transmission. The present invention also relates to uses of the compounds or pharmaceutical compositions in treating or preventing certain neurological and psychiatric disorders and diseases as well as cancer in humans.