4-(2-氯-4-硝基苯基)-吗啉 | 55435-71-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 中文名称: 4-(2-氯-4-硝基苯基)-吗啉
• 中文别名: 吗啉,4-(2-氯-4-硝基苯基)-；3-氯-4-N-吗啉基-1-硝基苯；N-(2-氯-4-硝基苯基)吗啉
• 英文名称: 4-(2-chloro-4-nitrophenyl)morpholine
• CAS: 55435-71-7
• 化学式: C₁₀H₁₁ClN₂O₃
• mdl: MFCD00052898
• 分子量: 242.662
• InChiKey: ZPKGWYXJULKUEH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  58.3
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• TSCA：
  Yes
• 海关编码：
  2934999090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 4-(2-Chloro-4-nitrophenyl)morpholine
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: 4-(2-Chloro-4-nitrophenyl)morpholine
CAS number: 55435-71-7

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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: C10H11ClN2O3
Molecular weight: 242.7

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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 chloride.

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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：

  4-(2-氯-4-硝基苯基)-吗啉 在 sodium chlorite 、 溶剂黄146 作用下， 以 水 、 乙腈 为溶剂， 反应 2.5h， 以86%的产率得到4-(2-chloro-4-nitrophenyl)morpholin-3-one
  参考文献：
  名称：

  以亚氯酸钠为唯一氧化剂，通过酸催化选择性氧化4-（4-硝基苯基）吗啉制备4-（4-硝基苯基）吗啉-3-酮

  摘要：

  4-（4-硝基苯基）吗啉-3-酮和4-（4-氨基苯基）吗啉-3-酮是利伐沙班合成的关键中间体。已经开发了用于制备这些中间体的简便且经济有效的方法。通过缩合4-氯硝基苯和吗啉可得到4-（4-硝基苯基）吗啉的极佳收率，并且使用廉价的亚氯酸钠氧化4-（4-硝基苯基）吗啉可得到相应的4-（4-硝基苯基）吗啉-3-一。最后，利伐沙班的关键中间体4-（4-氨基苯基）吗啉-3-酮是通过铁（III）用肼水溶液还原硝基而得到的。没有使用高成本的材料，并且该过程不需要柱纯化。

  DOI：

  10.1021/acs.oprd.0c00299
• 作为产物：
  描述：

  4-(4-硝基苯基)吗啉 在 sodium hypochlorite 、 溶剂黄146 作用下， 以 乙腈 为溶剂， 以88%的产率得到4-(2-氯-4-硝基苯基)-吗啉
  参考文献：
  名称：

  以亚氯酸钠为唯一氧化剂，通过酸催化选择性氧化4-（4-硝基苯基）吗啉制备4-（4-硝基苯基）吗啉-3-酮

  摘要：

  4-（4-硝基苯基）吗啉-3-酮和4-（4-氨基苯基）吗啉-3-酮是利伐沙班合成的关键中间体。已经开发了用于制备这些中间体的简便且经济有效的方法。通过缩合4-氯硝基苯和吗啉可得到4-（4-硝基苯基）吗啉的极佳收率，并且使用廉价的亚氯酸钠氧化4-（4-硝基苯基）吗啉可得到相应的4-（4-硝基苯基）吗啉-3-一。最后，利伐沙班的关键中间体4-（4-氨基苯基）吗啉-3-酮是通过铁（III）用肼水溶液还原硝基而得到的。没有使用高成本的材料，并且该过程不需要柱纯化。

  DOI：

  10.1021/acs.oprd.0c00299

文献信息

• Metal-free Synthesis of Aryl Amines: Beyond Nucleophilic Aromatic Substitution
  作者：Alexander H. Sandtorv、David R. Stuart

  DOI：10.1002/anie.201610086

  日期：2016.12.19

  salt electrophiles and secondary aliphatic amine nucleophiles. This reaction results in direct ipso‐substitution of the iodonium moiety and unsymmetrical aryl(TMP)iodonium salts are primarily employed. Moreover, arene substituents and substitution patterns that currently pose a challenge to classical metal‐free methods are accommodated and the alicyclic amine nucleophiles used here are unprecedented

  描述了一种温和且无金属的C-N偶联方法，该方法使用二芳基碘鎓盐亲电试剂和脂肪族仲胺亲核试剂。该反应导致碘鎓部分直接ipso取代，主要使用不对称的芳基（TMP）碘鎓盐。此外，可以容纳目前对经典的无金属方法构成挑战的芳烃取代基和取代形式，并且此处使用的脂环族胺亲核试剂在其他当代的无金属CN偶联反应中是前所未有的。
• Aromatic Nucleophilic Substitution of Halobenzenes with Amines under High Pressure
  作者：Toshikazu Ibata、Yasushi Isogami、Jiro Toyoda

  DOI：10.1246/bcsj.64.42

  日期：1991.1

  The nucleophilic substitution reactions of aromatic halides having electron-attracting groups on ortho or para position with various primary and secondary amines were accelerated by high pressure to give the corresponding N-substituted anilines in high yields. The bulkiness of amines affects its reactivity to lower the yields of the products. Although the secondary amines are usually less reactive

  在邻位或对位具有吸电子基团的芳族卤化物与各种伯胺和仲胺的亲核取代反应通过高压加速，以高产率得到相应的N-取代苯胺。胺的体积大会影响其反应性，从而降低产品的产率。尽管仲胺的反应性通常低于伯胺，但发现环状仲胺如吗啉、哌啶和吡咯烷的反应性非常高。与无环叔胺的低反应性相比，1,4-二氮杂双环 [2.2.2] 辛烷和奎宁环以高产率得到 N-季铵卤化物。二氯-和三氯-硝基苯也与二乙胺、吡咯烷和吗啉反应生成单-、二-、
• NOVEL COMPOUNDS AS MODULATORS OF PROTEIN KINASES
  申请人：NAGARATHNAM Dhanapalan

  公开号：US20120289496A1

  公开（公告）日：2012-11-15

  The present invention provides PI3K protein kinase modulators, methods of preparing them, pharmaceutical compositions containing them and methods of treatment, prevention and/or amelioration of kinase mediated diseases or disorders with them.

  本发明提供了PI3K蛋白激酶调节剂，其制备方法，含有它们的药物组合物，以及使用它们进行治疗、预防和/或改善激酶介导的疾病或紊乱的方法。
• [EN] NITROGENOUS HETEROCYCLIC DERIVATIVES AND THEIR APPLICATION IN DRUGS<br/>[FR] DÉRIVÉS HÉTÉROCYCLIQUES AZOTÉS ET LEUR APPLICATION DANS DES MÉDICAMENTS
  申请人：SUNSHINE LAKE PHARMA CO LTD

  公开号：WO2014012360A1

  公开（公告）日：2014-01-23

  The present invention relates to the field of medicine, provided herein are novel nitrogenous heterocyclic compounds, their preparation methods and their uses as drugs, especially for treatment and prevention of tissue fibrosis. Also provided herein are pharmaceutically acceptable compositions comprising the nitrogenous heterocyclic compounds and the uses of the compositions in the treatment of human or animal tissue fibrosis, especially for human or animal renal interstitial fibrosis, glomerular sclerosis, liver fibrosis, pulmonary fibrosis, peritoneal fibrosis, myocardial fibrosis, dermatofibrosis, postsurgical adhesion, benign prostatic hyperplasia, skeletal muscle fibrosis, scleroderma, multiple sclerosis, pancreatic fibrosis, cirrhosis, myosarcoma, neurofibroma, pulmonary interstitial fibrosis, diabetic nephropathy, alzheimer disease or vascular fibrosis.

  本发明涉及医学领域，提供了新型含氮杂环化合物，其制备方法及其作为药物的用途，特别是用于治疗和预防组织纤维化。还提供了含有这些含氮杂环化合物的药用可接受的组合物，以及这些组合物在治疗人类或动物组织纤维化方面的用途，特别是用于人类或动物肾间质纤维化、肾小球硬化、肝纤维化、肺纤维化、腹膜纤维化、心肌纤维化、皮肤纤维化、术后粘连、良性前列腺增生、骨骼肌纤维化、硬皮病、多发性硬化、胰腺纤维化、肝硬化、肌肉瘤、神经纤维瘤、肺间质纤维化、糖尿病肾病、阿尔茨海默病或血管纤维化。
• Nitrogenous Heterocyclic Derivatives And Their Application In Drugs
  申请人：SUNSHINE LAKE PHARMA CO., LTD.

  公开号：US20150087639A1

  公开（公告）日：2015-03-26

  The present invention relates to the field of medicine, provided herein are novel nitrogenous heterocyclic compounds, their preparation methods and their uses as drugs, especially for treatment and prevention of tissue fibrosis. Also provided herein are pharmaceutically acceptable compositions comprising the nitrogenous heterocyclic compounds and the uses of the compositions in the treatment of human or animal tissue fibrosis, especially for human or animal renal interstitial fibrosis, glomerular sclerosis, liver fibrosis, pulmonary fibrosis, peritoneal fibrosis, myocardial fibrosis, dermatofibrosis, postsurgical adhesion, benign prostatic hyperplasia, skeletal muscle fibrosis, scleroderma, multiple sclerosis, pancreatic fibrosis, cirrhosis, myosarcoma, neurofibroma, pulmonary interstitial fibrosis, diabetic nephropathy, alzheimer disease or vascular fibrosis.

  本发明涉及医学领域，提供了新颖的含氮杂环化合物，其制备方法及其作为药物的用途，特别是用于治疗和预防组织纤维化。还提供了包含这些含氮杂环化合物的药用组合物，以及这些组合物在治疗人类或动物组织纤维化方面的用途，特别是用于人类或动物肾间质纤维化、肾小球硬化、肝纤维化、肺纤维化、腹膜纤维化、心肌纤维化、皮肤纤维化、术后粘连、良性前列腺增生、骨骼肌纤维化、硬皮病、多发性硬化、胰腺纤维化、肝硬化、肌肉肉瘤、神经纤维瘤、肺间质纤维化、糖尿病肾病、阿尔茨海默病或血管纤维化。