2-溴-5-硝基苯甲腈 | 134604-07-2

• 物质功能分类: 有机原料 - 烃类化合物及其衍生物 - 烃类硝化物
• 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-5-硝基苯甲腈
• 中文别名: 2-溴-5-硝基苯腈；2-溴-5-硝基氰苯
• 英文名称: 2-bromo-5-nitrobenzonitrile
• CAS: 134604-07-2
• 化学式: C₇H₃BrN₂O₂
• 分子量: 227.017
• InChiKey: RKODNVITKISFKU-UHFFFAOYSA-N

物化性质

• 熔点：
  118-120 °C
• 沸点：
  321.1±32.0 °C(Predicted)
• 密度：
  1.81±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  69.6
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险等级：
  6.1
• 危险品标志：
  Xi
• 安全说明：
  S26,S36/37,S60
• 危险类别码：
  R36/37/38,R22
• WGK Germany：
  3
• 海关编码：
  2926909090
• 危险品运输编号：
  2811
• 包装等级：
  Ⅲ
• 危险类别：
  6.1
• 危险性防范说明：
  P261,P301+P312,P302+P352,P304+P340,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335
• 储存条件：
  2-8°C

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-Bromo-5-nitrobenzonitrile
Synonyms: 2-Bromo-1-cyano-5-nitrobenzene

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H301: Toxic if swallowed
H315: Causes skin irritation
H319: Causes serious eye irritation
H335: May cause respiratory irritation
Avoid breathing dust/fume/gas/mist/vapours/spray
P261:
P280: Wear protective gloves/protective clothing/eye protection/face protection
P301+P310: IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing
P405: Store locked up

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Section 3. Composition/information on ingredients.
Ingredient name: 2-Bromo-5-nitrobenzonitrile
CAS number: 134604-07-2

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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.
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
Appearance: Not specified
Boiling point: No data
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C7H3BrN2O2
Molecular weight: 227.0

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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 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：

  2-溴-5-硝基苯甲腈 在 盐酸羟胺 、 sodium acetate 作用下， 以 甲醇 、 水 为溶剂， 反应 12.0h， 以9 g的产率得到2-bromo-N'-hydroxy-5-nitrobenzamidine
  参考文献：
  名称：

  一种3，5-二取代恶二唑化合物的制备方法

  摘要：

  本发明公开了一种3，5‑二取代恶二唑化合物N‑((3‑(2‑溴‑5‑硝基苯基)‑1,2,4‑恶二唑‑5‑基)甲基)乙胺的制备方法，以4‑硝基溴苯为起始原料，经过醛基化、肟化、消除、加成、关环、取代反应得到目标产物7，本发明产物作为模板小分子来合成多种多样的化合物库。

  公开号：

  CN108299333A
• 作为产物：
  描述：

  间硝基苯腈 在 N-溴代丁二酰亚胺(NBS) 、 palladium diacetate 、 对甲苯磺酸 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 12.0h， 以84%的产率得到2-溴-5-硝基苯甲腈
  参考文献：
  名称：

  Palladium-Catalyzed Highly Selective ortho-Halogenation (I, Br, Cl) of Arylnitriles via sp² C–H Bond Activation Using Cyano as Directing Group

  摘要：

  A palladium-catalyzed ortho-halogenation (I, Br, Cl) of arylnitrile is described. The optimal reaction conditions were identified after examining various factors such as catalyst, additive, solvent, and reaction temperature. Using cyano as the directing group, the halogenation reaction gave good to excellent yields. The method is compatible to the arylnitriles with either electron-withdrawing or electron-donating groups. The reaction is available to the substrate in at least gram scale. The present method was successfully applied to the synthesis of the precursors of paucifloral F and isopaucifloral F.

  DOI：

  10.1021/jo302765g

文献信息

• Synthesis of Isoquinolones by Sequential Suzuki Coupling of 2-Halobenzonitriles with Vinyl Boronate Followed by Cyclization
  作者：Saul Jaime-Figueroa、Michael J. Bond、J. Ignacio Vergara、Jake C. Swartzel、Craig M. Crews

  DOI：10.1021/acs.joc.1c00472

  日期：2021.6.18

  A novel, facile, and expeditious two-step synthesis of 3,4-unsubstituted isoquinolin-1(2H)-ones from a Suzuki cross-coupling between 2-halobenzonitriles and commercially available vinyl boronates followed by platinum-catalyzed nitrile hydrolysis and cyclization is described.

  通过2-卤代苯甲腈和市售乙烯基硼酸酯之间的 Suzuki 交叉偶联，然后铂催化的腈水解和环化，一种新颖、简便且快速的两步合成 3,4-未取代的异喹啉-1(2 H )-酮被描述。
• NOVEL S1P RECEPTOR MODULATING AGENT
  申请人：MEIJI SEIKA PHARMA CO., LTD.

  公开号：US20130217663A1

  公开（公告）日：2013-08-22

  An object of the present invention is to provide a compound having a modulating activity at an S1P receptor which is useful for preventing and treating autoimmune diseases, allergic diseases, and the like. According to the present invention, a compound represented by formula (I) or a pharmaceutically acceptable salt thereof is provided.

  本发明的一个目的是提供一种具有S1P受体调节活性的化合物，该化合物对于预防和治疗自身免疫疾病、过敏性疾病等是有用的。根据本发明，提供了一种由式(I)表示的化合物或其药学上可接受的盐。
• Substituted quinazolinones as angiotensin II antagonists
  申请人：Merck & Co., Inc.

  公开号：US05240928A1

  公开（公告）日：1993-08-31

  Novel substituted quinazolinones of the formula (I), which are useful as angiotensin II antagonists, are disclosed. ##STR1##

  新型替代喹唑啉酮化合物的化学式（I），其作为血管紧张素II拮抗剂具有用途，已被披露。
• Synthesis of dibenzothiazepine analogues by one-pot <i>S</i>-arylation and intramolecular cyclization of diaryl sulfides and evaluation of antibacterial properties
  作者：Yasutaka Shimotori、Masayuki Hoshi、Mari Murata、Narihito Ogawa、Tetsuo Miyakoshi、Taisei Kanamoto

  DOI：10.1515/hc-2018-0099

  日期：2018.8.28

  Dibenzothiazepine analogues containing lactam, amidine and imine moieties were prepared from 2-aminophenyl disulfides via one-pot S-arylation. The S-arylation involved cleavage of an S-S bond of disulfides and SNAr reaction in aqueous ammonia solution of L-cysteine to afford diaryl sulfides. Dibenzothiazepine analogues having lactam and amidine moieties were obtained by cyclization of the corresponding

  摘要 以2-氨基苯基二硫化物为原料，通过一锅S-芳基化反应制备了含有内酰胺、脒和亚胺部分的二苯并硫氮杂类似物。S-芳基化包括二硫化物的 SS 键断裂和 L-半胱氨酸氨水溶液中的 SNAr 反应，得到二芳基硫化物。具有内酰胺和脒部分的二苯并硫氮杂类似物是通过在酸性条件下环化相应的二芳基硫化物而获得的。2-溴-5-硝基苯甲醛的一锅S-芳基化通过分子内环化一步得到具有亚胺部分的二苯并硫氮杂类似物。获得了对金黄色葡萄球菌和大肠杆菌具有抗菌活性的化合物。
• [EN] GAMMA SECRETASE MODULATORS<br/>[FR] MODULATEURS DE LA GAMMA-SÉCRÉTASE
  申请人：AMGEN INC

  公开号：WO2009075874A1

  公开（公告）日：2009-06-18

  The present invention provides compounds that are gamma secretase modulators and are therefore useful for the treatment of diseases treatable by modulation of gamma secretase such as Alzheimer's disease. Also provided are pharmaceutical compositions containing such compounds and processes for preparing such compounds.

  本发明提供了作为γ-分泌酶调节剂的化合物，因此可用于治疗可通过调节γ-分泌酶治疗的疾病，如阿尔茨海默病。还提供了含有此类化合物的药物组合物以及制备此类化合物的过程。