2-溴-N,N-二乙基苯磺酰胺 | 65000-12-6

• 物质功能分类: 原料药 - 人工合成抗感染类药 - 磺胺类药及增效剂
• 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,N-二乙基苯磺酰胺
• 中文别名: 2-溴-N,N-二乙基苯磺胺
• 英文名称: 2-bromo-N,N-diethylbenzenesulfonamide
• CAS: 65000-12-6
• 化学式: C₁₀H₁₄BrNO₂S
• mdl: MFCD09800968
• 分子量: 292.197
• InChiKey: WKVJAILVGFQCTD-UHFFFAOYSA-N

物化性质

• 熔点：
  76-78 °C(Solv: ethyl acetate (141-78-6); hexane (110-54-3))
• 沸点：
  365.4±44.0 °C(Predicted)
• 密度：
  1.431±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi
• 海关编码：
  2935009090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
2-Bromo-N,N-diethylbenzenesulfonamide
Product Name:
Synonyms: N,N-Diethyl 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,N-diethylbenzenesulfonamide
Ingredient name:
CAS number: 65000-12-6

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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: C10H14BrNO2S
Molecular weight: 292.2

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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,N-二乙基苯磺酰胺 在 palladium diacetate 、 三甲基乙酸钾 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 16.0h， 以42%的产率得到N-ethyl-N-vinylbenzenesulfonamide
  参考文献：
  名称：

  钯催化的脱氢sp3 C ？H键将官能化成烯烃：直接获得N-烯基苯磺酰胺

  摘要：

  钯催化的N-烷基苯磺酰胺的sp 3碳氢键脱氢反应使N-烯基苯磺酰胺的合成变得简单。该反应在以戊二酸酯为碱的容易获得的催化剂下进行，并且在氮和芳烃部分上均允许多种取代基。

  DOI：

  10.1002/adsc.201300795
• 作为产物：
  描述：

  2-溴苯磺酰氯 在 一水合肼 、 sodium sulfate 作用下， 以 四氢呋喃 、 水 、 乙腈 为溶剂， 反应 9.25h， 生成 2-溴-N,N-二乙基苯磺酰胺
  参考文献：
  名称：

  到C-N活化的方法：芳烃磺酰基酰肼和芳烃磺酰基氯化物与耦合叔-胺通过一个金属，氧化剂-和不含卤素的阳极氧化

  摘要：

  叔-胺套着，得到芳烃磺酰基酰肼和芳烃磺酰基氯化物经由一个金属，氧化剂-和不含卤素的电化学氧化偶合中在RT未分割细胞。这种环境友好的方法使用廉价且可再生的铅笔状石墨电极（PGE），以令人满意的产率提供了范围广泛的磺酰胺。

  DOI：

  10.1039/c7gc03141f

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。
• Synthesis of sulfonamides via copper-catalyzed oxidative C–N bond cleavage of tertiary amines
  作者：Jing Ji、Zhengyi Liu、Ping Liu、Peipei Sun

  DOI：10.1039/c6ob01208f

  日期：——

  A copper-catalyzed coupling reaction of sulfonyl chlorides with tertiary amines via the oxidative C–N bond cleavage of tertiary amines was developed. Sulfonamides were synthesized using this strategy in moderate to good yields. The reaction was applicable to various tertiary amines, as well as sulfonyl chlorides.

  开发了铜催化的磺酰氯与叔胺通过叔胺的氧化C–N键裂解的偶联反应。使用该策略以中等至良好的产率合成了磺酰胺。该反应适用于各种叔胺以及磺酰氯。
• Palladium-catalysed direct heteroarylation of bromobenzenes bearing SO2R substituents at C2 or C4
  作者：Charles Beromeo Bheeter、Rongwei Jin、Jitendra K. Bera、Henri Doucet

  DOI：10.1039/c3ra40769a

  日期：——

  Palladium-catalysed direct arylation of 4- or 2-bromobenzenesulfonic acid derivatives in the presence of a variety of heteroaromatics was found to proceed using 0.1–0.5 mol% palladium acetate as the catalyst. However, both the nature and position of the SO2R substituent on such bromobenzenes has an influence on the reaction rates and yields. The presence of SO2Et or SO2NEt2 at the C2 or C4 position of bromobenzene is tolerated. Good results were also obtained from bromobenzene substituted at C4 by SO2NHPh or SO2OPh. On the other hand, the reactions of bromobenzenes bearing either SO2N(Me)CH2Ph or SO2OAr at C2 led in some cases to intramolecular reactions instead of the desired intermolecular couplings. Some reactions were performed in cyclopentyl methyl ether, which can be considered as a green solvent.

  使用0.1-0.5%摩尔的醋酸钯作为催化剂，在多种杂芳环存在下，发现钯催化的4-或2-溴苯磺酸衍生物的直接芳基化反应可以进行。然而，溴苯上SO2R取代基的性质和位置对反应速率和产率有影响。在溴苯的C2或C4位置存在SO2Et或SO2NEt2是可以容忍的。在C4位置由SO2NHPh或SO2OPh取代的溴苯也得到了良好的结果。另一方面，在C2位置带有SO2N(Me)CH2Ph或SO2OAr的溴苯的反应在某些情况下会导致分子内反应，而不是所期望的分子间偶联。一些反应在环戊基甲基醚中进行，这种溶剂可以被认为是一种环保溶剂。
• Catalytic conversion of aryl triazenes into aryl sulfonamides using sulfur dioxide as the sulfonyl source
  作者：Wanfang Li、Matthias Beller、Xiao-Feng Wu

  DOI：10.1039/c4cc03481c

  日期：——

  Gaseous sulfur dioxide was incorporated into triazenes to form various sulfonamides, catalyzed by boron trifluoride and copper chloride.

  气态二氧化硫在三氮烯中被催化剂三氟化硼和氯化铜催化形成各种磺胺类化合物。
• Directed <i>ortho</i> Metalation-Based Methodology. Halo-, Nitroso-, and Boro-Induced <i>ipso-</i>Desilylation. Link to an <i>in situ</i> Suzuki Reaction
  作者：Zhongdong Zhao、Victor Snieckus

  DOI：10.1021/ol0506563

  日期：2005.6.1

  [reaction: see text] Treatment of DoM-derived silylated aromatics 2-4 under standard electrophilic halogenation conditions cleanly affords ipso-desilyation products 5-7, while nitration of methoxy-substituted analogues 8, 9 leads to non-ipso isomers 10, 12 and 11, 13, controlled by a silicon steric effect. Sequential ipso-borodesilylation of 2a, 3a, and 20 followed by treatment with aryl halides under

  [反应：请参见文本]在标准的亲电子卤化条件下处理DoM衍生的甲硅烷基化芳族化合物2-4，可干净地获得ipso脱水产物5-7，而将甲氧基取代的类似物8、9硝化可生成非ipso异构体10、12和11、13受硅空间效应控制。2a，3a和20的顺序ipso-borodesilylation，然后在Pd催化条件下用芳基卤化物处理，构成了原位Suzuki-Miyaura交叉偶联方案，实现了联芳基和杂联芳基23。