2-氨基-6-碘甲苯 | 172681-47-9

• 物质功能分类: 有机原料 - 氨基化合物
• 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-氨基-6-碘甲苯
• 中文别名: 3-碘-2-甲基苯胺；2-甲基-3-碘苯胺
• 英文名称: 3-iodo-2-methylaniline
• 英文别名: 2-Amino-6-iodotoluene
• CAS: 172681-47-9
• 化学式: C₇H₈IN
• mdl: MFCD08062502
• 分子量: 233.052
• InChiKey: UZEAHFLEZWXHCE-UHFFFAOYSA-N

物化性质

• 沸点：
  288.1±28.0 °C(Predicted)
• 密度：
  1.791±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.142
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  1

安全信息

• 海关编码：
  2921430090
• 危险性防范说明：
  P261,P280,P305+P351+P338
• 危险性描述：
  H302+H312+H332,H315,H319

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-Amino-6-iodotoluene
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: 2-Amino-6-iodotoluene
CAS number: 172681-47-9

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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, refrigerated.
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: C7H8IN
Molecular weight: 233.0

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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 Iodide.

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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-氨基-6-碘甲苯 在 potassium permanganate 、 一水合硫酸镁 作用下， 以 水 、 溶剂黄146 为溶剂， 反应 4.0h， 生成 N-acetyl-6-iodo anthranilic acid
  参考文献：
  名称：

  Halogenated Phenols for Diagnostics, Antioxidant Protection and Drug Delivery

  摘要：

  本发明提供了用于在个体体内的目标部位（如个体体内的患病和/或发炎组织）定向传递、释放和/或形成药物化合物的组合物和方法。这些组合物可能包括可被切断连接到药物化合物的核结构的卤代酚环。由于在形成不同类型的连接时可以利用的取代基的多样性，提出了与卤代酚环连接的药物化合物的众多示例。本发明还提供了包含卤代酚起始化合物的组合物，当向个体施用时，在靶向组织中不会在去卤反应期间发生切断以形成药物化合物。进一步提供了施用这些非切断化合物的方法。

  公开号：

  US20180117164A1
• 作为产物：
  描述：

  2,6-二硝基甲苯 在 盐酸 、 乙醇 、 硫化氢 、 tin(ll) chloride 作用下， 生成 2-氨基-6-碘甲苯
  参考文献：
  名称：

  Noelting, Chemische Berichte, 1904, vol. 37, p. 1021

  摘要：

  DOI：

文献信息

• Aromatic <i>ortho</i>-Benzylation Reveals an Unexpected Reductant
  作者：Andrew Martins、Mark Lautens

  DOI：10.1021/ol802185x

  日期：2008.11.6

  The discovery of a novel arylpalladium(II) reduction enables the synthesis of diarylmethanes via reductive benzylation. Benzyl chlorides were found to be the major source of hydride, acting as an alkylating agent and an aprotic surrogate for benzyl alcohol. This represents the first example of an arylpalladium(II) reduction mediated by a benzyl halide.

  新型芳基钯（II）还原的发现使得能够通过还原性苄基化合成二芳基甲烷。发现苄基氯是氢化物的主要来源，它充当烷基化剂和苯甲醇的质子惰性替代物。这代表了由苄基卤化物介导的芳基钯（II）还原的第一个例子。
• Aryl nitrogen-containing bicyclic compounds and methods of use
  申请人：Patel F. Vinod

  公开号：US20070054916A1

  公开（公告）日：2007-03-08

  The present invention comprises a new class of compounds useful for the prophylaxis and treatment of protein kinase mediated diseases, including inflammation, cancer and related conditions. The compounds have a general Formula I wherein A 1 , A 2 , A 3 , B, R 1 , R 2 , R 3 and R 4 are defined herein. Accordingly, the invention also comprises pharmaceutical compositions comprising the compounds of the invention, methods for the prophylaxis and treatment of kinase mediated diseases using the compounds and compositions of the invention, and intermediates and processes useful for the preparation of compounds of the invention.

  这项发明涉及一类新的化合物，用于预防和治疗蛋白激酶介导的疾病，包括炎症、癌症和相关疾病。这些化合物具有一般的化学式I，其中A1、A2、A3、B、R1、R2、R3和R4在此有定义。因此，该发明还涉及包括该发明的化合物的药物组合物，使用该发明的化合物和组合物预防和治疗激酶介导的疾病的方法，以及用于制备该发明的化合物的中间体和方法。
• Synthesis of Dihalo-Substituted Analogues of Tröger’s Base from ortho- and meta-Substituted Anilines
  作者：Anna Hansson、Jacob Jensen、Ola F. Wendt、Kenneth Wärnmark

  DOI：10.1002/ejoc.200300144

  日期：2003.8

  dihalo-substituted analogues of Trogers base. By using paraformaldehyde and TFA, yields of 2-85% of these potential supramolecular building blocks were obtained. Even the inconceivable achievement of condensing anilines unsubstituted in para-position to analogues of Trogers base was successful. Adding our present results to our previous, makes it now possible to synthesize analogues of Trogers base halo-substituted

  首次将邻位和间位卤代苯胺与甲醛成功缩合成 Trogers 碱的二卤代类似物。通过使用多聚甲醛和 TFA，这些潜在超分子结构单元的产率为 2-85%。即使是将未取代的苯胺与 Trogers 碱的类似物缩合的不可思议的成就也是成功的。将我们目前的结果添加到我们之前的结果中，现在可以合成 Trogers 碱基的类似物，在其两个芳环中的每一个的几乎任何所需位置上都被卤代取代。此外，Trogers 碱的二卤取代类似物的第一个 X 射线结构，3,9-二溴-4,10-二甲基-6H,12H-5,11-methanodibenzo[b,f][1,5]diazocine (17)，提出。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003) (Less)
• Synthesis, Chiral Resolution, and Absolute Configuration of Functionalized Tröger’s Base Derivatives: Part II
  作者：Christian Benkhäuser-Schunk、Boris Wezisla、Kirstin Urbahn、Ulf Kiehne、Jörg Daniels、Gregor Schnakenburg、Frank Neese、Arne Lützen

  DOI：10.1002/cplu.201200029

  日期：2012.5

  Seven racemic derivatives of Tröger’s base—the 1,7‐dibromo‐substituted derivative 3, the 2,8‐dibromo‐substituted derivative 4, the 2,8‐diiodo‐substituted derivative 5, the 3,9‐diiodo‐substituted derivative 6, the 4,10‐dibromo‐substituted derivative 7, its singly debrominated analogue 8, and the 2,8‐diamino‐substituted derivative 9 in its Fmoc‐protected form—were synthesized and successfully resolved

  Tröger的七个外消旋衍生物基的1,7-二溴取代的衍生物3中，2,8-二溴-取代的衍生物4中，2,8-二碘-取代的衍生物5中，3,9-二碘-取代的衍生物6，Fmoc保护形式的4,10-二溴取代的衍生物7，其单溴化的类似物8和2,8-二氨基取代的衍生物9均已合成，并通过（回收）HPLC在固定的Whelk上成功分离-O1阶段为半制备规模。这些是有价值的功能化C 2对称的构建块，可用于进一步的应用。通过X射线晶体结构分析和/或将其量子化学计算的圆二色性和UV / Vis光谱与实验获得的光谱进行比较，可以确定它们的绝对构型。
• Herstellung von 4-Jod-oxindol, 4-Jod-indol, 4-Jod-skatolyl-aceton und verwandten Verbindungen
  作者：E. Hardegger、H. Corrodi

  DOI：10.1002/hlca.19560390223

  日期：——

  Ausgehend von 2,6-Dinitro-toluol bzw. 2- Jod-6-nitro-toluol (I) wurden analog früher beschriebenen Umsetzungen 4-Jod-oxindol (IV), 4- Jod-indol (VII), 4-Jod-skatolyl-aceton (X) und einige weitere, aus dem Formelschema ersichtliche Verbindungen hergestellt. Diese Präparate sollten zum Aufbau des Ergolin-Ringsystems Verwendung finden, ein Weg, der später nicht mehr weiter verfolgt wurde.

  Ausgehend von 2,6-Dinitro-toluolbzw。2- Jod-6-硝基甲苯（I）wurden类似物früherbeschriebenen Umsetzungen 4-Jod-oxindol（IV），4- Jod-吲哚（VII），4-Jod-skatolyl-丙酮（X）和einige weitere，aus dem Formelschema ersichtliche Verbindungen hergestellt。DiesePräparate解决方案在Ergolin-Ringsystems的Aufbau处获得，Ein Weg在derspäternicht处在weer weiter verfolgt处。