4-氯-6-(N,N-二乙基氨基)嘧啶 | 951885-37-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 4-氯-6-(N,N-二乙基氨基)嘧啶
• 中文别名: 4-氯-6-(N,N-二乙胺基)嘧啶；6-氯-N,N-二乙基嘧啶-4-胺
• 英文名称: 6-Chloro-N,N-diethylpyrimidin-4-amine
• 英文别名: (6-chloro-pyrimidin-4-yl)-diethyl-amine
• CAS: 951885-37-3
• 化学式: C₈H₁₂ClN₃
• 分子量: 185.656
• InChiKey: RMAAMMALNLYICW-UHFFFAOYSA-N

物化性质

• 沸点：
  299.4±20.0 °C(Predicted)
• 密度：
  1.168±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  29
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2933599090

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Product Name: 4-Chloro-6-(N,N-diethylamino)pyrimidine
Synonyms: 6-Chloro-N,N-diethylpyrimidin-4-amine

---

Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

---

Section 3. Composition/information on ingredients.
Ingredient name: 4-Chloro-6-(N,N-diethylamino)pyrimidine
CAS number: 951885-37-3

---

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.

---

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.

---

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.

---

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:

---

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.

---

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: C8H12ClN3
Molecular weight: 185.7

---

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.

---

Section 11. Toxicological information
No data.

---

Section 12. Ecological information
No data.

---

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.

---

Section 14. Transportation information
Non-harzardous for air and ground transportation.

---

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.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  间碘甲苯 、 4-氯-6-(N,N-二乙基氨基)嘧啶 在 (2,2'-bipyridine)nickel(II) dibromide 、 四丁基溴化铵 、 1,2-二溴乙烷 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 5.5h， 以99%的产率得到N,N-diethyl-6-(meta-tolyl)pyrimidin-4-amine
  参考文献：
  名称：

  An Electrochemical Synthesis of Functionalized Arylpyrimidines from 4-Amino-6-Chloropyrimidines and Aryl Halides

  摘要：

  通过 4-氨基-6-氯嘧啶与官能化芳基卤化物之间的电化学还原交叉偶联反应，在温和条件下制备了一系列新型 4-氨基-6-芳基嘧啶。该工艺采用牺牲性铁阳极和镍（II）催化剂，能以中等至高产率生成偶联产物。

  DOI：

  10.3390/molecules16075550
• 作为产物：
  描述：

  4,6-二氯嘧啶 、 二乙胺 在 三乙胺 作用下， 以 乙醇 为溶剂， 反应 2.0h， 以86%的产率得到4-氯-6-(N,N-二乙基氨基)嘧啶
  参考文献：
  名称：

  Selective mono-amination of dichlorodiazines

  摘要：

  A mild, easy-to-perform, and versatile method for the formation of aminochlorodiazines from reaction of several types of dichlorodiazines (i.e., pyridazines, pyrimidines, and pyrazines) with primary or secondary amines in ethanol in the presence of triethylamine as a base, is described. The methodology is general and efficient despite noticeable difference in reactivity between diazines. While dichloropyridazine and dichloropyrazine require several hours of heating at reflux for the reaction to proceed, dichloropyrimidines reach completion within minutes at room temperature. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2015.05.056

文献信息

• Selective mono-amination of dichlorodiazines
  作者：Stéphane Sengmany、Julie Lebre、Erwan Le Gall、Eric Léonel

  DOI：10.1016/j.tet.2015.05.056

  日期：2015.7

  A mild, easy-to-perform, and versatile method for the formation of aminochlorodiazines from reaction of several types of dichlorodiazines (i.e., pyridazines, pyrimidines, and pyrazines) with primary or secondary amines in ethanol in the presence of triethylamine as a base, is described. The methodology is general and efficient despite noticeable difference in reactivity between diazines. While dichloropyridazine and dichloropyrazine require several hours of heating at reflux for the reaction to proceed, dichloropyrimidines reach completion within minutes at room temperature. (C) 2015 Elsevier Ltd. All rights reserved.
• An Electrochemical Synthesis of Functionalized Arylpyrimidines from 4-Amino-6-Chloropyrimidines and Aryl Halides
  作者：Stéphane Sengmany、Erwan Le Gall、Eric Léonel

  DOI：10.3390/molecules16075550

  日期：——

  A range of novel 4-amino-6-arylpyrimidines has been prepared under mild conditions by an electrochemical reductive cross-coupling between 4-amino-6-chloro-pyrimidines and functionalized aryl halides. The process, which employs a sacrificial iron anode in conjunction with a nickel(II) catalyst, allows the formation of coupling products in moderate to high yields.

  通过 4-氨基-6-氯嘧啶与官能化芳基卤化物之间的电化学还原交叉偶联反应，在温和条件下制备了一系列新型 4-氨基-6-芳基嘧啶。该工艺采用牺牲性铁阳极和镍（II）催化剂，能以中等至高产率生成偶联产物。