2-溴-N-环己基苯磺酰胺 | 951883-95-7

• 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-溴-N-环己基苯磺酰胺
• 英文名称: 2-bromo-N-cyclohexylbenzenesulfonamide
• CAS: 951883-95-7
• 化学式: C₁₂H₁₆BrNO₂S
• mdl: MFCD09800965
• 分子量: 318.235
• InChiKey: ZJNJLUIXKKZXBS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  54.6
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2935009090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
2-Bromo-N-cyclohexylbenzenesulfonamide
Product Name:
Synonyms: N-Cyclohexyl 2-bromobenzenesulfonamide

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H315: Causes skin irritation
H319: Causes serious eye irritation
H335: May cause respiratory irritation
P261: Avoid breathing dust/fume/gas/mist/vapours/spray
Wear protective gloves/protective clothing/eye protection/face protection
P280:
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing
P304+P340: IF INHALED: Remove victim to fresh air and keep at rest in a position comfortable for breathing
P405: Store locked up

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Section 3. Composition/information on ingredients.
2-Bromo-N-cyclohexylbenzenesulfonamide
Ingredient name:
CAS number: 951883-95-7

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Section 4. First aid measures
Immediately wash skin with copious amounts of water for at least 15 minutes while removing
Skin contact:
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.
Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.
Ingestion:

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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.

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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
Not specified
Appearance:
Boiling point: No data
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C12H16BrNO2S
Molecular weight: 318.2

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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, hydrogen bromide, sulfur 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-溴-N-环己基苯磺酰胺 在 4-二甲氨基吡啶 、 N,N,N,N-tetraethylammonium tetrafluoroborate 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 20.0 ℃ 、280.0 kPa 条件下， 反应 0.1h， 生成 C₂₄H₂₈N₂O₄S
  参考文献：
  名称：

  连续流动中胺的电化学γ-C-H芳基化

  摘要：

  本文报道了在流动的电化学条件下，脂肪胺和氰基芳烃中惰性 γ-C(sp 3 )-H 键之间的区域选择性 C(sp 3 )–C(sp 2 ) 交叉偶联反应。所开发的方法利用可去除的氧化还原活性助剂，它触发选择性的 1,7-氢原子转移，以使烷基胺 γ 位上的脂肪族 C-H 键功能化。在该反应中，氰基芳基阴离子既可作为选择性芳基化试剂又可作为氧化还原活性介体，使氧化还原活性助剂的一个电子还原成为可控的。该策略为 γ-C(sp 3)–H 键功能化允许在温和的反应条件和不存在额外催化剂或自由基引发剂的情况下产生空间拥挤的碳中心等。

  DOI：

  10.1016/j.tetlet.2022.153647
• 作为产物：
  描述：

  2-溴苯磺酰胺 、 环己甲酸 在 噻吩-2-甲酸亚铜(I) 、 [4,4''-双（1,1-二甲基乙基）-2,2''-联吡啶-κN，κN]双[5-氟-2-（5-甲基-2-吡啶基-κN）苯基-κC六氟磷酸铱 、 2-叔丁基-1,1,3,3-四甲基胍 、 4,7-二苯基-1,10-菲罗啉 、 iodomesitylene diacetate 作用下， 以 1,4-二氧六环 为溶剂， 反应 1.0h， 以59%的产率得到2-溴-N-环己基苯磺酰胺
  参考文献：
  名称：

  通过双铜和光氧化还原催化进行脱羧 sp3 C-N 偶联

  摘要：

  在过去的三十年中，利用钯、铜或镍催化构建 sp2 碳氮 (C-N) 键的方法的开发取得了相当大的进展1,2。然而，结合烷基底物形成sp3 C-N键仍然是交叉偶联化学领域的主要挑战之一。在这里，我们证明铜催化和光氧化还原催化的协同组合可以提供一个通用平台来应对这一挑战。该交叉偶联系统使用天然丰富的烷基羧酸和市售的氮亲核试剂作为偶联伙伴。它适用于各种伯、仲和叔烷基羧酸（通过碘鎓活化），以及大量氮亲核试剂：氮杂环、酰胺、磺酰胺和苯胺可以进行 C-N 偶联，提供 N-在室温下和短时间内（五分钟到一小时），烷基产品的效率从良好到优异。我们证明，这种 C-N 偶联方案使用含有多个胺基的底物进行高区域选择性，并且还可以应用于复杂的药物分子，从而能够快速构建分子复杂性和生物活性药物的后期功能化。铜催化和光氧化还原催化的结合在快速、室温偶联方案中形成 sp3 C-N 键，具有高效率和区域选择性以及广泛的底物范围。

  DOI：

  10.1038/s41586-018-0234-8

文献信息

• FLAP MODULATORS
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：US20150259357A1

  公开（公告）日：2015-09-17

  The present invention relates to compounds of Formula (I), or a form thereof, wherein ring A, R 1 , R 2 , R 3 , R 3 ′, L, W, and V are as defined herein, useful as FLAP modulators. The invention also relates to pharmaceutical compositions comprising compounds of Formula (I). Methods of making and using the compounds of Formula (I) are also within the scope of the invention

  本发明涉及式（I）的化合物，或其形式，其中环A，R1，R2，R3，R3'，L，W和V如本文所定义，可用作FLAP调节剂。该发明还涉及包含式（I）化合物的药物组合物。制备和使用式（I）化合物的方法也属于本发明的范围。
• Palladium-Catalyzed CC Coupling of Aryl Halides with Isocyanides: An Alternative Method for the Stereoselective Synthesis of (3E)-(Imino)isoindolin-1-ones and (3E)-(Imino)thiaisoindoline 1,1-Dioxides
  作者：Bifu Liu、Yibiao Li、Huanfeng Jiang、Meizhou Yin、Huawen Huang

  DOI：10.1002/adsc.201200212

  日期：2012.8.13

  transformation successfully extends its application for the synthesis of phenanthridines and dibenzooxazepines. This new synthetic protocol not only extends the application platform for palladium-catalyzed CC coupling of aryl halides with isocyanides, but also opens atom-economic and step-economic synthetic routes for nitrogen-containing heterocyclic compounds with wide functional group compatibility.

  钯催化的一锅环化反应，通过引入邻位结构来构建（3 E）-（亚氨基）异吲哚啉-1-酮和（3 E）-（亚氨基）硫代异吲哚啉1,1-二氧化物报道了芳基卤上的-反应性官能团。在最佳条件下，环化反应可提供具有良好立体选择性的高至优收率（最高93％）的相应产物。值得注意的是，这种转化成功地扩展了其在菲啶和二苯并恶氮ze合成中的应用。这一新的合成方案不仅扩展了芳基卤化物与异氰化物的钯催化CC偶联的应用平台，而且为具有广泛官能团相容性的含氮杂环化合物开辟了原子经济和分步经济的合成途径。
• Domino Heck-Aza-Michael Reactions: A One-Pot, Sequential Three-Component Approach to 1,1-Dioxido-1,2-benzisothiazoline-3-acetic Acid
  作者：Alan Rolfe、Kyle Young、Paul R. Hanson

  DOI：10.1002/ejoc.200800651

  日期：2008.11

  development of a new method for the synthesis of 1,1-dioxido-1,2-benzisothiazoline-3-acetic acid by a domino process is reported whereby a classical Heck reaction is coupled to an intramolecular aza-Michael reaction. Ultimately, this method has been expanded to a one-pot, sequential three-component protocol to generate diverse benzofused γ-sultams from a range of commercially available α-bromobenzenesulfonyl

  报道了一种通过多米诺法合成 1,1-二氧化-1,2-苯并异噻唑啉-3-乙酸的新方法的开发，其中经典的 Heck 反应与分子内的 aza-Michael 反应偶联。最终，该方法已扩展为一锅、连续的三组分方案，以从一系列市售的 α-溴苯磺酰氯、胺和迈克尔受体中生成各种苯并稠合 γ-磺胺。
• Flap modulators
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：US09079866B2

  公开（公告）日：2015-07-14

  The present invention relates to compounds of Formula (I), or a form thereof, wherein ring A, R1, R2, R3, R3′, L, W, and V are as defined herein, useful as FLAP modulators. The invention also relates to pharmaceutical compositions comprising compounds of Formula (I). Methods of making and using the compounds of Formula (I) are also within the scope of the invention.

  本发明涉及公式(I)的化合物或其形式，其中环A、R1、R2、R3、R3′、L、W和V的定义如本文所述，可用于FLAP调节剂。本发明还涉及包含公式(I)化合物的药物组成物。制备和使用公式(I)化合物的方法也属于本发明的范围。
• Indium Promotes Direct Sulfonamidation of Unactivated Alcohols
  作者：Yaoyao Ban、Yuhan Liu、Shuwei Zhang、Xiaodong Jia、Pan Gao、Yu Yuan

  DOI：10.1021/acs.joc.4c00311

  日期：2024.5.3

  An improved protocol has been developed for the direct sulfonamidation of unactivated alkyl alcohols using In(OTf)3 as a Lewis acid catalyst. Although the established methods using Lewis or Brønsted acids have been well-studied for the direct functionalization of alcohols, their substrate scope mainly focuses on the π-activated alcohols. In this reaction, unactivated aliphatic alcohols were evaluated

  开发了一种改进的方案，用于使用 In(OTf) 3作为路易斯酸催化剂对未活化的烷基醇进行直接磺酰胺化。尽管使用路易斯酸或布朗斯台德酸的既定方法已针对醇的直接官能化进行了深入研究，但其底物范围主要集中在 π 活化醇上。在此反应中，对未活化的脂肪醇进行了评估，并以良好至优异的收率提供了所需的磺酰胺产物。