苯胺基乙醛二乙基缩醛 | 22758-34-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 苯胺基乙醛二乙基缩醛
• 中文别名: 苯胺乙醛二乙基乙缩醛；N-苯胺基乙醛缩二乙醇；二乙基乙缩醛苯基氨基乙醛
• 英文名称: N-(2,2-diethoxyethyl)aniline
• CAS: 22758-34-5
• 化学式: C₁₂H₁₉NO₂
• 分子量: 209.288
• InChiKey: DHGUGEBXVGPRRD-UHFFFAOYSA-N

物化性质

• 沸点：
  153-154 °C (12 mmHg)
• 密度：
  1.023±0.06 g/cm3(Predicted)
• 闪点：
  153-154°C/12mm
• 稳定性/保质期：

  如果按照规格使用和储存，则不会分解，请避免接触氧化物。

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  15
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  30.5
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 安全说明：
  S24/25
• 海关编码：
  2922199090
• 储存条件：
  保持贮藏器密封，并将其放入一个紧密封装的容器中。应存放在阴凉、干燥的地方。

SDS

Name:	Anilinoacetaldehyde Diethyl Acetal Material Safety Data Sheet
Synonym:	None Known
CAS:	22758-34-5

Section 1 - Chemical Product MSDS Name:Anilinoacetaldehyde Diethyl Acetal Material Safety Data Sheet
Synonym:None Known

---

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
22758-34-5	Anilinoacetaldehyde Diethyl Acetal	ca. 100	unlisted

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

---

Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Light sensitive.Moisture sensitive.The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation.
Ingestion:
May cause irritation of the digestive tract. The toxicological properties of this substance have not been fully investigated.
Inhalation:
May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated.
Chronic:
No information found.

---

Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water. Wash mouth out with water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:
Treat symptomatically and supportively.

---

Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion. Vapors may be heavier than air. They can spread along the ground and collect in low or confined areas. Runoff from fire control or dilution water may cause pollution.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical foam. Do NOT get water inside containers.

---

Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Absorb spill with inert material (e.g. vermiculite, sand or earth), then place in suitable container. Avoid runoff into storm sewers and ditches which lead to waterways. Clean up spills immediately, observing precautions in the Protective Equipment section. Provide ventilation. Do not get water inside containers.

---

Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Use with adequate ventilation. Avoid breathing dust, vapor, mist, or gas. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation. Store protected from light. Do not allow contact with water. Keep from contact with moist air and steam.
Storage:
Store in a cool, dry place. Do not store in direct sunlight. Store in a tightly closed container. Store protected from moisture. Store protected from light.

---

Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 22758-34-5: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

---

Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Liquid
Color: Not available.
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 151-152 deg C@10 mmHg
Freezing/Melting Point: Not available.
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C12H19NO2
Molecular Weight: 209.29

---

Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures. Moisture sensitive.
Light sensitive.
Conditions to Avoid:
Light, exposure to moist air or water.
Incompatibilities with Other Materials:
Oxidizing agents, strong bases, strong acids.
Hazardous Decomposition Products:
Hydrogen cyanide, carbon monoxide, oxides of nitrogen, carbon dioxide, nitric acid.
Hazardous Polymerization: Has not been reported

---

Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 22758-34-5 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Anilinoacetaldehyde Diethyl Acetal - Not listed by ACGIH, IARC, or NTP.

---

Section 12 - ECOLOGICAL INFORMATION

---

Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

---

Section 14 - TRANSPORT INFORMATION

IATA
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.

---

Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: Not available.
Risk Phrases:
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
WGK (Water Danger/Protection)
CAS# 22758-34-5: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 22758-34-5 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 22758-34-5 is not listed on the TSCA inventory.
It is for research and development use only.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

合成制备方法

---

用途

---

反应信息

• 作为反应物：
  描述：

  苯胺基乙醛二乙基缩醛 在 吡啶 、 四氯化钛 作用下， 以 二氯甲烷 为溶剂， 生成 1-甲基磺酰基吲哚
  参考文献：
  名称：

  通过使用[苯环-U-14C]苯胺的两种稳定、有效的[苯环-U-14C]吲哚合成

  摘要：

  介绍了 [苯环-U-14C] 吲哚的两种稳健、高效的合成方法。在第一次合成中，我们为氯乙腈与苯胺的 Houben-Hoesch 烷基化开发了最佳反应条件。这是通过筛选几种路易斯酸以及使用 Sugasawa 条件进行正交发现的。烷基化后，所得亚胺水解为苯酮，然后热环化和还原得到吲哚。在[苯环-U-14C]吲哚的第二次合成中，我们利用微波增强条件进行关键偶联。在此转化中，苯胺被溴乙醛的缩醛烷基化。然后将单烷基化苯胺以直接方式转化为吲哚。版权所有 © 2006 John Wiley & Sons, Ltd.

  DOI：

  10.1002/jlcr.1067
• 作为产物：
  描述：

  苯胺 、 2-溴-1,1-二乙氧基乙烷 生成 苯胺基乙醛二乙基缩醛
  参考文献：
  名称：

  在三氟乙酸酐中使用三氟化硼通过改进的Pomeranz-Fritsch反应合成异喹啉，吲哚和苯并噻吩

  摘要：

  据报道，使用一种新的三氟化硼-三氟乙酸酐试剂进行了Pomeranz-Fritsch环化反应。带有7-OMe基团的异喹啉已经以高收率制备，并且该方法扩展到由相应的缩醛形成N-取代的吲哚和苯并噻吩。用这种方法不能得到苯并呋喃，也不能诱导Bischler-Napieralski型环化反应。在后一种情况下，当适当活化时，起始酰胺的芳环被乙酰化。

  DOI：

  10.1016/s0040-4020(01)90874-9
• 作为试剂：
  描述：

  3-(2-苯基乙氧基)-丙酸 、 草酰氯 、 N,N-二甲基甲酰胺 、 在 二氯甲烷 、 苯胺基乙醛二乙基缩醛 、 N,N-二异丙基乙胺 、 resultant solution 、 乙酸乙酯 、 水 、 Brine 、 magnesium sulfate 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以iso-hexane to yield the sub-titled compound (0.18 g) as an oil的产率得到2-甲基戊烷
  参考文献：
  名称：

  Novel Benzothiazolone Derivatives

  摘要：

  本发明提供了公式（I）化合物，其中e，R1，R2，R3，R4，R5，R4，R5，R6，R7，R7a，R7b，A，D，m和n如说明书中所定义，以及其制备方法，包含它们的制药组合物以及它们在治疗中的用途。

  公开号：

  US20080300275A1

文献信息

• Arenes to Anilines and Aryl Ethers by Sequential Iridium-Catalyzed Borylation and Copper-Catalyzed Coupling
  作者：C. Christoph Tzschucke、Jaclyn M. Murphy、John F. Hartwig

  DOI：10.1021/ol062902w

  日期：2007.3.1

  N-arylanilines were synthesized from arenes by a two-step sequence of iridium-catalyzed borylation and copper-catalyzed coupling with amines. Diaryl ethers were obtained by a related sequence of arene borylation, followed by coupling with phenols. In particular, 3,5-disubstituted arylamines and aryl ethers were prepared by initiating this sequence with meta-substituted arenes.

  [反应：见正文] N-烷基苯胺和N-芳基苯胺是通过铱催化的硼化和铜催化的与胺偶联的两步序列由芳烃合成的。通过芳烃硼化的相关顺序，然后与酚偶联，获得二芳基醚。特别地，通过用间位取代的芳烃起始该序列来制备3，5-二取代的芳基胺和芳基醚。
• Iodine‐Catalyzed Oxidative Rearrangement of Amines to α‐Amino Acetals and α‐Amino Aldehydes
  作者：Min‐Jie Zhou、Shou‐Fei Zhu、Qi‐Lin Zhou

  DOI：10.1002/adsc.201801670

  日期：2019.3.15

  A protocol for iodine‐catalyzed oxidative rearrangement of tertiary and secondary amines has been developed. This metal‐free protocol provides an atom‐economical, efficient access to synthetically useful α‐amino acid derivatives from readily available acyclic and cyclic tertiary or secondary amines.

  已开发出碘催化的叔胺和仲胺氧化重排的方案。该无金属方案可从经济易得的无环和环状叔或仲胺原子经济有效地获得合成有用的α-氨基酸衍生物。
• Carbaminic acid esters with herbicidal properties
  申请人：Schering AG

  公开号：US04344790A1

  公开（公告）日：1982-08-17

  Novel carbaminic acid phenyl esters of the general formula ##STR1## are described, in which R.sub.1 is C.sub.1 -C.sub.2 -alkoxy-C.sub.1 -C.sub.2 -alkyl, di-C.sub.1 -C.sub.2 -alkoxy-C.sub.1 -C.sub.2 -alkyl, cyano-C.sub.1 -C.sub.2 -alkyl, halogen-C.sub.1 -C.sub.2 -alkyl, phenyl-C.sub.1 -C.sub.2 -alkyl, 1,3-dioxolan-2-yl-methyl, 2-methyl-1,3-dioxolan-4-yl-methyl, 2,2-dimethyl-1,3-dioxolan-4-yl-methyl or aminocarbonylmethyl; R.sub.2 is phenyl optionally mono- or disubstituted by one or more substituents selected from the group consisting of halogen, methyl and methoxy; and R.sub.3 is C.sub.1 -C.sub.8 alkyl, C.sub.2 -C.sub.8 alkenyl, cyclopropyl or trichloromethyl, or R.sub.1 is methyl or ethyl, R.sub.2 is .alpha.-cyanobenzyl or 1-cyano-2-phenylethyl and R.sub.3 is ethyl.

  描述了一般公式为##STR1##的新型碳酸酯类化合物，其中R.sub.1为C.sub.1 -C.sub.2 -烷氧基-C.sub.1 -C.sub.2 -烷基，二烷氧基-C.sub.1 -C.sub.2 -烷基，氰基-C.sub.1 -C.sub.2 -烷基，卤代-C.sub.1 -C.sub.2 -烷基，苯基-C.sub.1 -C.sub.2 -烷基，1,3-二氧杂环戊烷-2-基-甲基，2-甲基-1,3-二氧杂环戊烷-4-基-甲基，2,2-二甲基-1,3-二氧杂环戊烷-4-基-甲基或氨基甲酰甲基；R.sub.2为苯基，可选择地单取代或双取代，取代基选自卤素、甲基和甲氧基；R.sub.3为C.sub.1 -C.sub.8 烷基，C.sub.2 -C.sub.8 烯基，环丙基或三氯甲基，或者R.sub.1为甲基或乙基，R.sub.2为α-氰基苄基或1-氰基-2-苯乙基，R.sub.3为乙基。
• [EN] NOVEL DIAZEPINE COMPOUNDS AS LIGANDS OF THE MELANOCORTIN 1 AND/OR 4 RECEPTORS<br/>[FR] NOUVEAUX COMPOSES DE DIAZEPINE UTILISES COMME LIGANDS DES RECEPTEURS 1 ET/OU 4 DE LA MELANOCORTINE
  申请人：SMITHKLINE BEECHAM CORP

  公开号：WO2005118573A1

  公开（公告）日：2005-12-15

  There is provided novel diazepines that function as agonists at the melanocortin 4 receptor and as agonists at the melanocortin 1 receptor, pharmaceutical compositions containing them, methods for their use in treatment, and processes for their preparation.

  提供了一种新型的二氮杂环己烯类化合物，其在黑色素皮质素4受体上具有激动剂作用，并在黑色素皮质素1受体上也具有激动剂作用，包含它们的药物组合物，以及它们在治疗中的使用方法和制备过程。
• A concise synthesis of 1,4-dihydro-[1,4]diazepine-5,7-dione, a novel 7-TM receptor ligand core structure with melanocortin receptor agonist activity
  作者：Jerzy R. Szewczyk、Chris P. Laudeman、Doug M. Sammond、Manon Villeneuve、Douglas J. Minick、Mary K. Grizzle、Alejandro J. Daniels、John L. Andrews、Diane M. Ignar

  DOI：10.1016/j.bmc.2010.01.049

  日期：2010.3

  protein-coupled receptors (GPCR) whose endogenous ligands are peptides, is a very important task for medicinal chemists. Over the years, compounds mimicking peptide structures have been discovered, and scaffolds emulating peptide backbones have been designed. In our work on GPCR ligands, including cholecystokinin receptor-1 (CCKR-1) agonists, we have employed benzodiazepines as a core structure. Looking for

  对于内源性配体是肽的G蛋白偶联受体（GPCR），寻找小的非肽分子是药物化学家非常重要的任务。多年来，已经发现了模仿肽结构的化合物，并且已经设计了模拟肽骨架的支架。在我们对GPCR配体（包括胆囊收缩素受体1（CCKR-1）激动剂）的研究中，我们采用了苯二氮卓类药物作为核心结构。为了寻找降低分子量并可能改善GPCR配体的物理特性的方法，我们着手寻找提供分子量更低的苯并二氮杂providing类似支架的分子。我们的目标核心结构之一是1,4-二氢-[1,4]二氮杂-5,7-二酮。然而，尚无已知的合成此类分子的途径。H-吲唑-3-基甲基）-5,7-二氧-4-苯基-4,5,6,7-四氢-[1,4]二氮杂-1-基] -N-异丙基-N-苯基-乙酰胺作为含有四氢二氮杂-5，7-二酮核的化合物的实例。该系列化合物在大量GPCR分析中进行了测试，并证明其对黑皮质素1和4受体（MC1R和MC4R）具有活性。从该系

表征谱图