2-溴-N-乙基苯磺酰胺 | 169189-80-4

• 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-乙基苯磺酰胺
• 英文名称: 2-bromo-N-ethylbenzenesulfonamide
• CAS: 169189-80-4
• 化学式: C₈H₁₀BrNO₂S
• mdl: MFCD08873247
• 分子量: 264.143
• InChiKey: PAMGXYQVJKXRMX-UHFFFAOYSA-N

物化性质

• 熔点：
  100-102 °C
• 沸点：
  353.2±44.0 °C(Predicted)
• 密度：
  1.529±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  54.6
• 氢给体数：
  1
• 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-ethylbenzenesulfonamide
Product Name:
Synonyms: N-Ethyl 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-ethylbenzenesulfonamide
Ingredient name:
CAS number: 169189-80-4

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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: C8H10BrNO2S
Molecular weight: 264.1

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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, 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-乙基苯磺酰胺 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三氟化硼乙醚 、 二异丙胺 作用下， 以 四氢呋喃 、 1,2-二氯乙烷 为溶剂， 反应 7.0h， 生成 2-ethyl-3'-phenyl-2H-spiro[benzo[d]isothiazole-3,1'-indene] 1,1-dioxide
  参考文献：
  名称：

  路易斯酸催化3-（2-苯磺酰胺）丙醇与螺[茚-苯并硫代] s的级联反应

  摘要：

  已经开发了由炔丙醇高效且方便地构建螺[indene-benzosultam]骨架的方法。该反应在路易斯酸催化的级联过程中进行，包括用磺酰胺捕获烯丙基碳阳离子，亲电环化和分子内Friedel-Crafts烷基化。在NIS或NBS的存在下，可以以优异的产率制备碘/溴取代的螺[indene-benzosultams]。

  DOI：

  10.1021/ol503316e
• 作为产物：
  描述：

  2-溴苯磺酰氯 、 乙胺 以 甲醇 、 氯仿 、 水 为溶剂， 以92%的产率得到2-溴-N-乙基苯磺酰胺
  参考文献：
  名称：

  铜催化的多米诺三组分偶联环化反应构建具有氨基甲基的氮杂环

  摘要：

  通过铜催化的2-乙炔基苯胺与仲胺和醛的多米诺三组分偶联-环化反应，已开发出直接方法用于2-（氨基甲基）吲哚。通过在1摩尔％的CuBr存在下使用环状或无环仲胺和醛（低聚甲醛，脂肪族或芳香族醛），将2-乙炔基苯胺以良好的收率转化为各种取代的2-（氨基甲基）吲哚。利用该多米诺反应和吲哚C-3位的CH官能化，可以轻松合成多环吲哚。还介绍了通过磺酰胺和丙二酸酯同类物的反应来构建苯并[ e ] [1,2]噻嗪和茚基图案。

  DOI：

  10.1021/jo901328q

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。
• Regio- and Stereoselective Synthesis of Benzo-δ-sultams by Palladium­-Catalyzed Hydrocarbonation of Alkynes
  作者：Shovan Mondal、Sudarshan Debnath

  DOI：10.1055/s-0035-1561288

  日期：——

  Abstract An efficient method for the synthesis of benzo-δ-sultams [(4Z)-4-benzylidene-2-(arylmethyl)-3,4-dihydro-2H-1,2-benzothiazine 1,1-dioxides] via palladium(0)-catalyzed hydrocarbonation of alkynes is presented. This method allows regioselective access to a variety of substituted benzosultams in excellent yields under mild conditions. The stereochemistry of the exocyclic double bond of the benzosultam

  摘要 一种通过钯合成苯并-δ-均聚物[（4 Z）-4-亚苄基-2-（芳基甲基）-3,4-二氢-2 H -1,2-苯并噻嗪1,1-二氧化物]的有效方法提出了炔烃的（0）-催化的烃化。该方法可以在温和条件下以极高的收率选择性地选择各种取代的苯并阿舒坦。通过单晶X射线衍射证实了苯并舒坦衍生物的环外双键的立体化学。 一种通过钯合成苯并-δ-均聚物[（4 Z）-4-亚苄基-2-（芳基甲基）-3,4-二氢-2 H -1,2-苯并噻嗪1,1-二氧化物]的有效方法提出了炔烃的（0）-催化的烃化。该方法可以在温和条件下以极高的收率选择性地选择各种取代的苯并阿舒坦。通过单晶X射线衍射证实了苯并舒坦衍生物的环外双键的立体化学。
• Regioselective construction of six-membered fused heterocyclic rings via Pd/C-mediated C–C coupling followed by iodocyclization strategy: a new entry to 2H-1,2-benzothiazine-1,1-dioxides
  作者：Deepak Kumar Barange、Venkateswara Rao Batchu、Dhillirao Gorja、Vijaya Raghavan Pattabiraman、Lakshmi Kumar Tatini、J. Moses Babu、Manojit Pal

  DOI：10.1016/j.tet.2006.12.040

  日期：2007.2

  practical and elegant method of constructing a thiazine ring fused with benzene under mild reaction conditions. A variety of 4-iodo-2H-benzo[e][1,2]thiazine-1,1-dioxides were prepared with high regioselectivity via a two-step process involving Pd/C-mediated C–C coupling of o-halobenzenesulfonamides with terminal alkynes, followed by iodocyclization of the resulting o-(1-alkynyl)arenesulfonamide using elemental

  我们描述了在温和的反应条件下构建与苯稠合的噻嗪环的实用而优雅的方法。通过Pd / C介导的邻位C-C偶联的两步法，以高区域选择性制备了各种4-碘-2 H-苯并[ e ] [1,2]噻嗪-1,1-二氧化物。卤代苯磺酰胺与末端炔烃，然后在乙腈中使用碘元素碘化生成的邻-（1-炔基）芳烃磺酰胺。在Et 3存在下，使用10％Pd / C–PPh 3 –CuI作为催化剂体系进行偶联反应N.该方法对于溴化物和碘化物效果很好，因此使用了各种各样的含有烷基和芳基取代基的末端炔烃。碘环化步骤容许各种官能团，例如羟基，氯，氰基和甲氧基，选择性地产生六元杂环。所得的4-碘-2 H-苯并[ e ] [1,2]噻嗪-1,1-二氧化物参与了Sonogashira，Heck和Suzuki反应，从而以高收率产生了多种功能取代的苯并噻嗪。
• One-Pot Synthesis of Triazolothiadiazepine 1,1-Dioxide Derivatives via Copper-Catalyzed Tandem [3+2] Cycloaddition/N-Arylation
  作者：Deepak Kumar Barange、Yu-Chen Tu、Veerababurao Kavala、Chun-Wei Kuo、Ching-Fa Yao

  DOI：10.1002/adsc.201000465

  日期：2011.1.10

  A practical and efficient synthesis of triazolothiadiazepine‐1,1‐dioxide derivatives via copper‐catalyzed [3+2] cycloaddition, followed by N‐arylation is described. The method is also applicable to the synthesis of indoline‐ and thiophene‐fused triazolothiadiazepine 1,1‐dioxide derivatives.

  描述了一种实用有效的合成方法，该方法通过铜催化的[3 + 2]环加成反应，然后进行N芳基化反应，合成了三唑并二氮杂卓-1,1-二氧化物衍生物。该方法也适用于合成吲哚啉和噻吩稠合的三唑并噻二氮杂1,1-二氧化物衍生物。
• [EN] PYRIDINE-AND PYRAZINE DERIVATIVES<br/>[FR] DÉRIVÉS DE PYRIDINE ET PYRAZINE
  申请人：HOELZEMANN GUENTER

  公开号：WO2012161877A1

  公开（公告）日：2012-11-29

  Compounds of the formula (I) in which R, R1 and X have the meanings indicated in Claim 1, are inhibitors of TBK1 and IKKε and can be employed, inter alia, for the treatment of cancer and inflammatory diseases

  式(I)中R、R1和X具有索引在权利要求书1中的含义的化合物，是TBK1和IKKε的抑制剂，可用于治疗癌症和炎症性疾病。