4-氟-N-苯基苯磺酰胺 | 312-52-7

• 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: 4-氟-N-苯基苯磺酰胺
• 英文名称: 4-fluoro-N-phenylbenzenesulfonamide
• 英文别名: N-phenyl 4-(fluoro)benzenesulfonamide；4-Fluor-benzolsulfonsaeure-anilid；N-phenyl-S-(4-fluorophenyl) sulfonamide；4-Fluor-benzol-sulfon-N-phenyl-amid
• CAS: 312-52-7
• 化学式: C₁₂H₁₀FNO₂S
• mdl: MFCD00447248
• 分子量: 251.281
• InChiKey: LDOCMFAHAVONEI-UHFFFAOYSA-N

物化性质

• 熔点：
  112 °C
• 沸点：
  376.7±44.0 °C(Predicted)
• 密度：
  1.374±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  54.6
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 海关编码：
  2935009090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: N-Phenyl 4-fluorobenzenesulfonamide
Synonyms: 4-Fluoro-N-phenylbenzenesulfonamide

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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-Phenyl 4-fluorobenzenesulfonamide
CAS number: 312-52-7

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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: C12H10FNO2S
Molecular weight: 251.3

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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, 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：

  4-氟-N-苯基苯磺酰胺 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 甲苯 为溶剂， 生成 4-fluoro-N-phenyl-N-(1-(2-(3-(pyrrolidin-1-yl)propoxy)phenyl)ethyl)benzenesulfonamide
  参考文献：
  名称：

  Synthesis of biotinylated photoaffinity probes based on arylsulfonamide γ-secretase inhibitors

  摘要：

  Synthesis and biological evaluation of an arylsulfonamide class of gamma-secretase inhibitors are described. Design, synthesis, and biological evaluation of multifunctional molecular probes harboring a benzophenone photophore as a cross-linking group and a biotin tag are also reported. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.05.091
• 作为产物：
  描述：

  4-氯-苯磺酰氟 在 氯磺酸 、 potassium fluoride 、 sodium hydroxide 作用下， 反应 3.0h， 生成 4-氟-N-苯基苯磺酰胺
  参考文献：
  名称：

  Yakobson,G.G. et al., Journal of general chemistry of the USSR, 1967, vol. 37, p. 149 - 155

  摘要：

  DOI：

文献信息

• Synthesis of <i>N</i>-arylsulfonamides through a Pd-catalyzed reduction coupling reaction of nitroarenes with sodium arylsulfinates
  作者：Bo Yang、Chang Lian、Guanglu Yue、Danyang Liu、Liyan Wei、Yi Ding、Xiancai Zheng、Kui Lu、Di Qiu、Xia Zhao

  DOI：10.1039/c8ob02226g

  日期：——

  A novel one-step direct reductive coupling reaction between nitroarenes and sodium arylsulfinates was realized in the presence of an inexpensive Pd/C catalyst. In this procedure, readily available nitroarenes are employed as the nitrogen sources, and sodium arylsulfinates serve as both coupling partners and reductants. The method features high efficiency by using cheap Pd/C with low catalyst loading

  在廉价的Pd / C催化剂的存在下，实现了硝基芳烃与芳基亚磺酸钠之间新颖的一步式直接还原偶联反应。在该方法中，将易得的硝基芳烃用作氮源，而芳基次磺酸钠既用作偶联配偶体又用作还原剂。该方法的特点是在不添加任何其他还原剂或配体的情况下，通过使用廉价的Pd / C，低催化剂负载量和良好的官能团耐受性来实现高效率。这种简便而温和的合成方法能够从容易获得的底物中高效合成官能化的N-芳基磺酰胺。
• 一种超声辅助合成N-芳基磺酰胺的方法
  申请人：中南大学

  公开号：CN108822002B

  公开（公告）日：2020-05-05

  本发明公开了一种超声辅助合成N‑芳基磺酰胺的方法。在超声搅拌条件下，以芳香硝基化合物、磺酰氯，铁粉为原料，通过硝基还原/磺酰氯还原/磺酰胺化串联反应，得到N‑芳基磺酰胺化合物。反应中水同时作为反应介质和氢源。该方法原料廉价易得，反应条件简便、温和、绿色节能，反应选择性及产率高，底物官能团兼容性优异，具有较高的应用价值。
• Synthesis of <i>N</i>-arylsulfonamides <i>via</i> Fe-promoted reaction of sulfonyl halides with nitroarenes in an aqueous medium
  作者：Jun Jiang、Sheng Zeng、De Chen、Chaozhihui Cheng、Wei Deng、Jiannan Xiang

  DOI：10.1039/c8ob01172a

  日期：——

  A fascinating Fe-promoted protocol for the synthesis of N-arylsulfonamides has been developed. Starting from commercially available nitroarenes and sulfonyl chlorides, moderate to excellent yields of the corresponding N-arylsulfonamides can be obtained. In particular, Fe dust was the sole reductant in the transformation and it can be easily performed on a large scale.

  一种引人入胜的Fe促进的合成N-芳基磺酰胺的方案已经被开发出来。从商业上可得的硝基苯和磺酰氯出发，可以得到中等至极好的相应N-芳基磺酰胺的产率。特别是，Fe粉尘是转换中的唯一还原剂，且可以轻松地大规模进行。
• Copper-catalyzed synthesis of sulfonamides from nitroarenes <i>via</i> the insertion of sulfur dioxide
  作者：Xuefeng Wang、Min Yang、Yunyan Kuang、Jin-Biao Liu、Xiaona Fan、Jie Wu

  DOI：10.1039/d0cc00721h

  日期：——

  Nitroarenes are used as the coupling partners in the preparation of sulfonamides via the insertion of sulfur dioxide. A three-component reaction of arylboronic acids, nitroarenes, and potassium metabisulfite under copper catalysis proceeds smoothly, giving rise to a range of sulfonamides in good to excellent yields with broad substrate scope. Various functional groups including hydroxyl, cyano, amino

  硝基芳烃通过插入二氧化硫用作磺酰胺的偶联伙伴。在铜催化下，芳基硼酸，硝基芳烃和偏亚硫酸氢钾的三组分反应平稳进行，从而产生了一系列磺酰胺类化合物，具有良好的收率和优异的收率，具有广泛的底物范围。包括羟基，氰基，氨基和羰基在内的各种官能团都是可以耐受的。提出了一个合理的机理，表明芳基亚磺酸盐是中间体，硝基芳烃和芳基亚磺酸盐的铜辅助相互作用是关键步骤。该方法还扩展到当前市售药物（氟他胺）的后期修饰。
• Transition-metal-free synthesis of aromatic amines via the reaction of benzynes with isocyanates
  作者：Jeong Hoon Seo、Haye Min Ko

  DOI：10.1016/j.tetlet.2018.01.022

  日期：2018.2

  unexpected reaction between benzynes and isocyanates to generate aromatic amines has been developed under transition-metal-free conditions. The in situ prepared anions formed through cleavage of the NC bond in isocyanates, reacted with aryne precursors to afford various aniline derivatives in moderate to excellent yield and tolerated various substituents on the o-silyl aryl triflate and the isocyanate.

  在不含过渡金属的条件下，苯并炔与异氰酸酯发生意外反应生成芳族胺。在原位制备过N开裂而形成的阴离子C键中的异氰酸酯，具有芳炔前体在中等至良好的产率反应，得到各种苯胺衍生物和耐受上各种取代基ø -甲硅烷基三氟甲磺酸的芳基和异氰酸酯。