2-羟基-3-萘甲酰胺 | 3665-51-8

• 物质功能分类: 化学试剂 - 有机试剂 - 多环化合物
• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 2-羟基-3-萘甲酰胺
• 中文别名: 2-羟基-3-萘胺；3-羟基-2-萘甲酰胺；2,3-酸酰胺
• 英文名称: 3-hydroxy-2-naphthalenecarboxamide
• 英文别名: 3-hydroxy-2-naphthamide；3-Hydroxy-5,6,7,8-tetrahydro-2-naphthoic Amide；3-hydroxynaphthalene-2-carboxamide
• CAS: 3665-51-8
• 化学式: C₁₁H₉NO₂
• mdl: MFCD00082972
• 分子量: 187.198
• InChiKey: NFTNTGFZYSCPSK-UHFFFAOYSA-N

物化性质

• 熔点：
  211-216 °C
• 沸点：
  321.94°C (rough estimate)
• 密度：
  1.1963 (rough estimate)
• 稳定性/保质期：
  在常温常压下保持稳定

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  63.3
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 危险品标志：
  Xi
• 危险类别码：
  R36/37/38
• 海关编码：
  2924299090
• 安全说明：
  S26,S37/39
• 储存条件：
  请将药品存放在避光、通风干燥的地方，并密封保存。

SDS

Name:	2-Hydroxy-3-naphtoamide Material Safety Data Sheet
Synonym:	2-Hydroxy-3-naphthalenecarboxamide
CAS:	3665-51-8

Section 1 - Chemical Product MSDS Name:2-Hydroxy-3-naphtoamide Material Safety Data Sheet
Synonym:2-Hydroxy-3-naphthalenecarboxamide

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
3665-51-8	2-Hydroxy-3-naphtoamide	97	222-926-6

Hazard Symbols: XI
Risk Phrases: 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes, respiratory system and skin.
Potential Health Effects
Eye:
Causes eye irritation. May cause chemical conjunctivitis.
Skin:
Causes skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause irritation of the digestive tract. May be harmful if swallowed.
Inhalation:
Causes respiratory tract irritation. May be harmful if inhaled. Can produce delayed pulmonary edema.
Chronic:
No information found.

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Section 4 - FIRST AID MEASURES
Eyes: Immediately 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. Do NOT use mouth-to-mouth resuscitation.
Notes to Physician:
Treat symptomatically and supportively.

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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.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container. Clean up spills immediately, observing precautions in the Protective Equipment section. Avoid generating dusty conditions.
Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Minimize dust generation and accumulation. Avoid breathing dust, vapor, mist, or gas. Avoid contact with eyes, skin, and clothing.
Keep container tightly closed. Avoid ingestion and inhalation. Use with adequate ventilation. Wash clothing before reuse.
Storage:
Store in a cool, dry place. Store in a tightly closed container.

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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# 3665-51-8: 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.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Powder
Color: ochre
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 210 deg C
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: C11H9NO2
Molecular Weight: 187.20

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Dust generation.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, oxides of nitrogen, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 3665-51-8: QK7000000 LD50/LC50:
Not available.
Carcinogenicity:
2-Hydroxy-3-naphtoamide - Not listed by ACGIH, IARC, or NTP.
Other:
See actual entry in RTECS for complete information.

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Section 12 - ECOLOGICAL INFORMATION

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

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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.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XI
Risk Phrases:
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 37/39 Wear suitable gloves and eye/face
protection.
WGK (Water Danger/Protection)
CAS# 3665-51-8: No information available.
Canada
CAS# 3665-51-8 is listed on Canada's NDSL List.
CAS# 3665-51-8 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 3665-51-8 is listed on the TSCA inventory.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

用途：用作医药、高档有机颜料、汽车工业专用涂料以及染料的重要中间体。

反应信息

• 作为反应物：
  描述：

  2-羟基-3-萘甲酰胺 在 吡啶 作用下， 生成 (3-acetoxy-[2]naphthoyl)-acetyl-amine
  参考文献：
  名称：

  Lesser; Kranepuhl; Gad, Chemische Berichte, 1925, vol. 58, p. 2122

  摘要：

  DOI：
• 作为产物：
  描述：

  2-羟基-3-萘甲酸 在 氯化亚砜 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以72%的产率得到2-羟基-3-萘甲酰胺
  参考文献：
  名称：

  Vilsmeier-Haack试剂：一种有效的试剂，用于将取代的1,3-萘并恶嗪转化为x吨型染料

  摘要：

  在Vilsmeier-Haack反应条件下，含有5至7元螺环的1,3-萘恶嗪衍生物被重排为新颖的x吨型化合物。所有合成的氨基色烯衍生物在有机溶剂中都具有较大的斯托克斯位移（100–133 nm）荧光。发现在甲醇溶液中含有五元环式脂族环的化合物具有最佳的光谱特性。这些化合物具有28.36–28.94％的适度量子产率，以及超大的斯托克斯位移106和115 nm。

  DOI：

  10.1016/j.tet.2019.04.007

文献信息

• Fused aromatic oxazepinones, thiazepinones, diazepinones and sulfur
  申请人：A. H. Robins Company, Inc.

  公开号：US04705853A1

  公开（公告）日：1987-11-10

  Aromatic azepinones and thiones having the formula ##STR1## wherein; A is benzene, naphthalene, quinoline or pyridine; B is oxygen or sulfur; E is oxygen, sulfur or ##STR2## n is 1, 2 or 3; Z is an amino or a heterocyclic nitrogen-containing radical; R is hydrogen, loweralkyl, cycloalkyl or phenylloweralkyl; Y is halo, loweralkyl, loweralkoxy, diloweralkylamino, nitro, amino, loweracetylamino, trifluoromethyl, phenyl or phenyl substituted by one to three Y' radicals selected from halo, loweralkyl, loweralkoxy, diloweralkylamino, nitro, amino, loweracylamino or trifluoromethyl; and having antihistaminic utility, a process for the preparation thereof and chemical intermediates therefor are disclosed.

  芳香族氮杂七元酮和硫醚的化学式为##STR1##其中；A为苯、萘、喹啉或吡啶；B为氧或硫；E为氧、硫或##STR2##n为1、2或3；Z为氨基或含氮杂环的基团；R为氢、较低烷基、环烷基或苯基较低烷基；Y为卤素、较低烷基、较低烷氧基、二较低烷基氨基、硝基、氨基、较低乙酰氨基、三氟甲基、苯基或被从卤素、较低烷基、较低烷氧基、二较低烷基氨基、硝基、氨基、较低酰胺基或三氟甲基中选择的一个至三个Y'基团取代的苯基；具有抗组胺作用，公开了其制备方法和化学中间体。
• COFERONS AND METHODS OF MAKING AND USING THEM
  申请人：Barany Francis

  公开号：US20120295874A1

  公开（公告）日：2012-11-22

  The present invention is directed to a monomer useful in preparing therapeutic compounds. The monomer includes one or more pharmacophores which potentially binds to a target molecule with a dissociation constant of less than 300 μM and a linker element connected to the pharmacophore. The linker element has a molecular weight less than 500 daltons, is connected, directly or indirectly through a connector, to the pharmacophore.

  本发明涉及一种用于制备治疗性化合物的单体。该单体包括一个或多个可与目标分子结合的药效团，其解离常数小于300微摩尔，以及与药效团连接的连接元素。所述连接元素的分子量小于500道尔顿，通过直接连接或通过连接器间接与药效团相连。
• 3,3-bis(aryl)-5-((N-(un)substituted)amido)naphthopyrans, their preparation, compositions and (co)polymer matrices containing them
  申请人：Corning S.A.

  公开号：EP1038870A1

  公开（公告）日：2000-09-27

  The object of the present invention is novel naphthopyran compounds as well as the compositions and (co)polymer matrices containing them. Said compounds have interesting photochromic properties. Another object of the present invention is a method of preparing said novel compounds.

  本发明的对象是新颖的萘吡喃化合物，以及含有它们的组合物和（共）聚合物基体。所述化合物具有有趣的光致变色性质。本发明的另一个对象是制备所述新颖化合物的方法。
• Synthese und Eigenschaften einiger Naphthoxazinone
  作者：Karl E. Schulte、Volker von Weissenborn、Horst H. Brandt

  DOI：10.1002/ardp.19783110711

  日期：——

  oder dem Kationenaustauscher Lewasorb AC 10/H aus 3‐Hydroxynaphthalin‐2‐carbonsäureamid und Aldehyden bzw. Ketonen darstellen. Wird anstelle der Oxo‐Verbindungen Orthoameisensäure äthylester in die Reaktion eingesetzt, dann entsteht 2‐Äthoxynaphthoxazinon, das auf Grund der Acetal‐Teilstruktur sehr reaktiv ist und u. a. mit sek. Aminen Naphthoxazinon‐Derivate mit O‐N‐Acetal‐Teilstruktur ergibt.

  在蒙脱石催化剂 KSF/O 或阳离子交换剂 Lewasorb AC 10/H 存在下，由 3-羟基萘-2-甲酰胺和醛或酮可以以令人满意的收率制备萘恶嗪酮。如果在反应中使用原甲酸乙酯代替含氧化合物，则会形成 2-乙氧基萘恶嗪酮，由于其缩醛结构，尤其是与 sec. 胺生成具有 O - N - 缩醛结构的萘并恶嗪酮衍生物。
• Asymmetric Hydrogenation of Cationic Intermediates for the Synthesis of Chiral <i>N</i> , <i>O</i> ‐Acetals
  作者：Yongjie Sun、Qingyang Zhao、Heng Wang、Tilong Yang、Jialin Wen、Xumu Zhang

  DOI：10.1002/chem.202002930

  日期：2020.9.4

  study, we were seeking a breakthrough in asymmetric hydrogenation, with cationic intermediates as targets, and thereby anticipating applying this powerful tool to the construction of challenging chiral molecules. Under acidic conditions, both N‐ or O‐acetylsalicylamides underwent cyclization to generate cationic intermediates, which were subsequently reduced by an iridium or rhodium hydride complex. The

  半个多世纪以来，过渡金属催化的均相加氢主要集中在中性和易于制备的不饱和底物上。尽管将分子氢加到C = C，C = N和C = O键上代表了一个经过充分研究的范例，但阳离子物种的不对称氢化仍然是一个欠发达的领域。在这项研究中，我们寻求以阳离子中间体为目标的不对称氢化方面的突破，并因此有望将此强大工具应用于具有挑战性的手性分子的构建。在酸性条件下，N-或O-乙酰水杨酰胺都进行环化生成阳离子中间体，随后被铱或氢化铑配合物还原。结果N，O-乙缩醛的合成具有很高的对映选择性。这种催化策略显示出高效率（周转数高达4400）和高化学选择性。机理研究支持了阳离子中间体在原位形成并随后氢化的假说。已经提出了催化循环，其中氢化物从铱配合物转移到阳离子sp 2碳原子是决定速率的步骤。已经创建了催化剂的空间图以说明手性环境，并且定量结构-选择性关系分析显示了在此化学转化中如何实现对映异构体诱导。