3,4-二溴苯胺 | 615-55-4

• 物质功能分类: 有机原料 - 氨基化合物 - 环烷胺、芳香单胺、芳香多胺及其衍生物和盐
• 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: 3,4-二溴苯胺
• 英文名称: 3,4-dibromoaniline
• 英文别名: 3,4-dibromobenzenamine
• CAS: 615-55-4
• 化学式: C₆H₅Br₂N
• 分子量: 250.92
• InChiKey: QFTJOYLPELHHCO-UHFFFAOYSA-N

物化性质

• 熔点：
  80.5°C
• 沸点：
  100°C (rough estimate)
• 密度：
  1.9318 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  9
• 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：
  26
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 海关编码：
  2921420090
• 危险性防范说明：
  P280
• 危险性描述：
  H302,H312,H332
• 储存条件：
  存储条件：2-8°C，避免光照，采用惰性气体保护。

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 3,4-Dibromoaniline
Synonyms:

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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: 3,4-Dibromoaniline
CAS number: 615-55-4

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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: C6H5Br2N
Molecular weight: 250.9

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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：

  3,4-二溴苯胺 生成 1,2,4-三溴-5-硝基苯
  参考文献：
  名称：

  Koerner, Gazzetta Chimica Italiana, 1874, vol. 4, p. 341

  摘要：

  DOI：
• 作为产物：
  描述：

  1,2-二溴-4-硝基苯 在 tin(ll) chloride 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以340 mg的产率得到3,4-二溴苯胺
  参考文献：
  名称：

  Synthesis of mercapturic acid derivatives of putative toxic metabolites of bromobenzene

  摘要：

  DOI：

  10.1021/jo00296a034
• 作为试剂：
  描述：

  6-Fluoropyrido[3,4-d]pyrimidinone 、 氯化亚砜 、 3,4-二溴苯胺 在 N,N-二甲基甲酰胺 3,4-二溴苯胺 、 N,N-二甲基乙酰胺 、 水 、 Petroleum ether 、 petroleum ether 、 petroleum ether ethyl acetate 、 silica gel KOH 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 40.5h， 以to give N-(3,4-dibromophenyl)-6-fluoropyrido[3,4-d]pyrimidin-4-amine (207) (3.50 g, 88%) as a beige solid, mp 262-264° C.的产率得到N-(3,4-dibromophenyl)-6-fluoropyrido[3,4-d]pyrimidin-4-amine
  参考文献：
  名称：

  KINASE INHIBITORS, PRODRUG FORMS THEREOF AND THEIR USE IN THERAPY

  摘要：

  本发明提供了化合物I的激酶抑制剂，其中：(1) R1为H，且(a) R2为(3-氯苯基)氧基，R3为氯；(b) R2和R3与它们所连接的碳原子形成1-(3-氟苯基)-1H-吡唑；(c) R2为2-吡啶甲氧基，R3为氯；(d) R2和R3均为氯；(e) R2为氯，R3为溴；(f) R2和R3均为溴；(g) R2为氟，R3为乙炔基；(h) R2为氯，R3为乙炔基；(i) R2为溴，R3为乙炔基；(j) 当R2与R3组合时，除非R2位于3-位且与R3位于4-位组合，否则R2为溴，R3为氟；(k) R2为2-吡啶甲氧基，R3为氟；或(l) R2为2-吡啶甲氧基，R3为溴；或(2) R1、R2和R3中至少有一个选择自苄氧基、3-氯苄氧基和2-吡啶甲氧基，且当R1、R2和R3中至少有一个不是苄氧基、3-氯苄氧基或2-吡啶甲氧基时，其余各自独立选择自H、卤素和C2-C4炔基，但当R1、R2和R3中有一个为苄氧基或2-吡啶甲氧基时，其余两个不为H；或(3) R1、R2和R3中的两个，与它们所连接的碳原子一起形成1-(3-氟苯基)-1H-吡唑，另一个选择自H、卤素和C2-C4炔基。此外，还提供了还原型前药，包括上述激酶抑制剂和直接或间接与激酶抑制剂的氮原子相连的还原触发剂。还提供了制药组合物，包括激酶抑制剂或前药，以及在治疗中使用这些组合物，特别是用于治疗癌症。

  公开号：

  US20160031877A1

文献信息

• Salts of dihalo-3,4-dihydro-3-oxo-2-quinoxaline carboxylic acids and
  申请人：Eli Lilly and Company

  公开号：US04252954A1

  公开（公告）日：1981-02-24

  Salts of 6,7-dihalo-3,4-dihydro-3-oxo-2-quinoxaline carboxylic acids and hindered amines, useful in combating influenza A and B.

  6,7-二卤-3,4-二氢-3-氧代-2-喹喔啉羧酸盐和阻隔胺类化合物，可用于对抗甲型和乙型流感。
• Efficient and Complementary Methods Offering Access to Synthetically Valuable 1,2-Dibromobenzenes
  作者：Vincent Diemer、Frédéric R. Leroux、Françoise Colobert

  DOI：10.1002/ejoc.201001217

  日期：2011.1

  in particular, reactions based on the intermediate formation of benzynes. This report describes short sequences for the synthesis of various derivatives based on regioselective bromination, ortho-metalation, and halogen/metal permutations. 1,2-Dibromo-3-iodobenzene (2f), 1,2-dibromo-4-iodobenzene (4c), and 2,3-di-bromo-1,4-diiodobenzene (5e) act as intermediates in these syntheses.

  1,2-二溴苯是各种有机转化的非常有价值的前体，特别是基于苄基中间体形成的反应。本报告描述了基于区域选择性溴化、邻位金属化和卤素/金属置换合成各种衍生物的短序列。1,2-二溴-3-碘苯 (2f)、1,2-二溴-4-碘苯 (4c) 和 2,3-二溴-1,4-二碘苯 (5e) 在这些合成中用作中间体。
• Substituted 3-cyano quinolines
  申请人：American Cyanamid Company

  公开号：US06002008A1

  公开（公告）日：1999-12-14

  This invention provides compounds having the formula: ##STR1## wherein: X is cycloalkyl which may be optionally substituted; or is a pyridinyl, pyrimidinyl, or phenyl ring; wherein the pyridinyl, pyrimidinyl, or phenyl ring may be optionally substituted; n is 0-1; Y is --NH--, --O--, --S--, or --NR--; R is alkyl of 1-6 carbon atoms; R.sub.1, R.sub.2, R.sub.3, and R.sub.4 are each, independently, hydrogen, halogen, alkyl, alkenyl, alkynyl, alkenyloxy, alkynyloxy, hydroxymethyl, halomethyl, alkanoyloxy, alkenoyloxy, alkynoyloxy, alkanoyloxymethyl, alkenoyloxymethyl, alkynoyloxymethyl, alkoxymethyl, alkoxy, alkylthio, alkylsulphinyl, alkylsulphonyl, alkylsulfonamido, alkenylsulfonamido, alkynylsulfonamido, hydroxy, trifluoromethyl, cyano, nitro, carboxy, carboalkoxy, carboalkyl, phenoxy, phenyl, thiophenoxy, benzyl, amino, hydroxyamino, alkoxyamino, alkylamino, dialkylamino, aminoalkyl, N-alkylaminoalkyl, N,N-dialkylaminoalkyl, phenylamino, benzylamino, ##STR2## R.sub.5 is alkyl which may be optionally substituted, or phenyl which may be optionally substituted; R.sub.6 is hydrogen, alkyl, or alkenyl; R.sub.7 is chloro or bromo R.sub.8 is hydrogen, alkyl, aminoalkyl, N-alkylaminoalkyl, N,N-dialkylaminoalkyl, N-cycloalkylaminoalkyl, N-cycloalkyl-N-alkylaminoalkyl, N,N-dicycloalkylaminoalkyl, morpholino-N-alkyl, piperidino-N-alkyl, N-alkyl-piperidino-N-alkyl, azacycloalkyl-N-alkyl, hydroxyalkyl, alkoxyalkyl, carboxy, carboalkoxy, phenyl, carboalkyl+, chloro, fluoro, or bromo; Z is amino, hydroxy, alkoxy, alkylamino, dialkylamino, morpholino, piperazino, N-alkylpiperazino, or pyrrolidino; m=1-4,q=1-3, and p=0-3; any of the substituents R.sub.1, R.sub.2, R.sub.3, or R.sub.4 that are located on contiguous carbon atoms can together be the divalent radical --O--C(R.sub.8).sub.2 --O--; or a pharmaceutically acceptable salt thereof with the proviso that when Y is --NH--, R.sub.1, R.sub.2, R.sub.3, and R.sub.4 are hydrogen, and n is 0, X is not 2-methylphenyl, which are inhibitors of protein tyrosine kinase.

  这项发明提供了具有以下结构的化合物：##STR1## 其中：X是环烷基，可以选择性地被取代；或者是吡啶基、嘧啶基或苯环；其中吡啶基、嘧啶基或苯环可以选择性地被取代；n为0-1；Y为--NH--、--O--、--S--或--NR--；R为1-6个碳原子的烷基；R.sub.1、R.sub.2、R.sub.3和R.sub.4分别独立地是氢、卤素、烷基、烯基、炔基、烯氧基、炔氧基、羟甲基、卤甲基、烷酰氧基、烯酰氧基、炔酰氧基、烷酰氧甲基、烯酰氧甲基、炔酰氧甲基、烷氧甲基、烷氧基、烷基硫、烷基亚砜基、烷基磺酰基、烷基磺酰胺基、烯基磺酰胺基、炔基磺酰胺基、羟基、三氟甲基、氰基、硝基、羧基、羧基烷氧基、羧基烷基、苯氧基、苯基、噻吩氧基、苄基、氨基、羟氨基、烷氧氨基、烷基氨基、二烷基氨基、氨基烷基、N-烷基氨基烷基、N,N-二烷基氨基烷基、苯基氨基、苄氨基、##STR2## R.sub.5是可以选择性取代的烷基，或者是可以选择性取代的苯基；R.sub.6是氢、烷基或烯基；R.sub.7是氯或溴；R.sub.8是氢、烷基、氨基烷基、N-烷基氨基烷基、N,N-二烷基氨基烷基、N-环烷基氨基烷基、N-环烷基-N-烷基氨基烷基、N,N-二环烷基氨基烷基、吗啉-N-烷基、哌啶-N-烷基、N-烷基-哌啶-N-烷基、氮杂环烷基-N-烷基、羟基烷基、烷氧基烷基、羧基、羧基烷氧基、苯基、羧基+、氯、氟或溴；Z是氨基、羟基、烷氧基、烷基氨基、二烷基氨基、吗啉基、哌嗪基、N-烷基哌嗪基或吡咯烷基；m=1-4，q=1-3，p=0-3；任何位于相邻碳原子上的R.sub.1、R.sub.2、R.sub.3或R.sub.4取代基可以共同形成二价基团--O--C(R.sub.8).sub.2 --O--；或其药学上可接受的盐，但当Y为--NH--时，R.sub.1、R.sub.2、R.sub.3和R.sub.4为氢，n为0时，X不是2-甲基苯基，这些化合物是蛋白酪氨酸激酶的抑制剂。
• Method of treating or inhibiting colonic polyps
  申请人：American Cyanamid Company

  公开号：US06384051B1

  公开（公告）日：2002-05-07

  This invention provides a method of treating or inhibiting colonic polyps which comprises providing a compound of formula 1 wherein: R1, R2, R3, R4, X, Y, and n are as defined hereinbefore, or a pharmaceutically acceptable salt thereof.

  本发明提供了一种治疗或抑制结肠息肉的方法，包括提供如下公式1的化合物： 其中： R1、R2、R3、R4、X、Y和n如前文所定义，或其药用可接受的盐。
• 3-Chloro-2,6-dinitro-N-(substituted
  申请人：Eli Lilly and Company

  公开号：US04152460A1

  公开（公告）日：1979-05-01

  A new class of substituted 2,6-dinitrobenzenamines bearing a chlorine atom in the 3-position, active against a number of plant pathogenic fungi, as well as methods for the use of the compounds and fungicidal compositions containing the compounds.

  一类新的取代2,6-二硝基苯胺，其中3号位含有一个氯原子，对多种植物病原真菌具有活性，以及这些化合物的使用方法和含有这些化合物的杀真菌组合物。

表征谱图