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4-硝基苯甲酰替苯胺 | 3460-11-5

中文名称
4-硝基苯甲酰替苯胺
中文别名
4-硝基-N-苯基苯甲酰胺
英文名称
4-nitrobenzanilide
英文别名
4-nitro-N-(phenyl)benzamide;N-phenyl-4-nitrobenzamide;p-nitro-N-phenylbenzamide;4-nitro-N-phenylbenzamide
4-硝基苯甲酰替苯胺化学式
CAS
3460-11-5
化学式
C13H10N2O3
mdl
MFCD00017034
分子量
242.234
InChiKey
KCBREZOWOLOPLW-UHFFFAOYSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

计算性质

  • 辛醇/水分配系数(LogP):
    2.4
  • 重原子数:
    18
  • 可旋转键数:
    2
  • 环数:
    2.0
  • sp3杂化的碳原子比例:
    0.0
  • 拓扑面积:
    74.9
  • 氢给体数:
    1
  • 氢受体数:
    3

安全信息

  • 海关编码:
    2924299090

SDS

SDS:ea42677ad08f274f6e03cb3c38a89871
查看
Version 1.0
Regulation (EC) No 1907/2006

1 - Product and Company Information

Product Name 4-NITROBENZANILIDE - 50 MG

2 - Hazards Identification

SPECIAL INDICATION OF HAZARDS TO HUMANS AND THE ENVIRONMENT
Irritating to eyes.

3 - Composition/Information on Ingredients

Product Name CAS # EC no Annex I
Index Number
4-NITROBENZANILIDE 3460-11-5 222-403-2 None
Formula C13H10N2O3
Molecular Weight 242,2400 AMU

4 - First Aid Measures

AFTER INHALATION
If inhaled, remove to fresh air. If not breathing give
artificial respiration. If breathing is difficult, give oxygen.
AFTER SKIN CONTACT
In case of contact, immediately wash skin with soap and copious
amounts of water.
AFTER EYE CONTACT
In case of contact, immediately flush eyes with copious amounts
of water for at least 15 minutes.
AFTER INGESTION
If swallowed, wash out mouth with water provided person is
conscious. Call a physician.

5 - Fire Fighting Measures

EXTINGUISHING MEDIA
Suitable: Water spray. Carbon dioxide, dry chemical powder, or
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appropriate foam.
SPECIAL RISKS
Specific Hazard(s): Emits toxic fumes under fire conditions.
SPECIAL PROTECTIVE EQUIPMENT FOR FIREFIGHTERS
Wear self-contained breathing apparatus and protective clothing
to prevent contact with skin and eyes.

6 - Accidental Release Measures

PROCEDURE(S) OF PERSONAL PRECAUTION(S)
Wear respirator, chemical safety goggles, rubber boots, and
heavy rubber gloves.
METHODS FOR CLEANING UP
Sweep up, place in a bag and hold for waste disposal. Avoid
raising dust. Ventilate area and wash spill site after material
pickup is complete.

7 - Handling and Storage

HANDLING
Directions for Safe Handling: Do not breathe dust. Avoid contact
with eyes, skin, and clothing. Avoid prolonged or repeated
exposure.
STORAGE
Conditions of Storage: Keep tightly closed.

8 - Exposure Controls / Personal Protection

ENGINEERING CONTROLS
Safety shower and eye bath. Mechanical exhaust required.
GENERAL HYGIENE MEASURES
Wash thoroughly after handling.
PERSONAL PROTECTIVE EQUIPMENT
Respiratory Protection: Use respirators and components tested and
approved under appropriate government standards such as NIOSH (US)
or CEN (EU). Where risk assessment shows air-purifying respirators
are appropriate use a dust mask type N95 (US) or type P1 (EN 143)
respirator.
Hand Protection: Compatible chemical-resistant gloves.
Eye Protection: Chemical safety goggles.

9 - Physical and Chemical Properties

Appearance Physical State: Solid
Property Value At Temperature or Pressure
pH N/A
BP/BP Range N/A
MP/MP Range N/A
Flash Point N/A
Flammability N/A
Autoignition Temp N/A
Oxidizing Properties N/A
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Explosive Properties N/A
Explosion Limits N/A
Vapor Pressure N/A
Partition Coefficient Log Kow: 2,188
Viscosity N/A
Vapor Density N/A
Saturated Vapor Conc. N/A
Evaporation Rate N/A
Bulk Density N/A
Decomposition Temp. N/A
Solvent Content N/A
Water Content N/A
Surface Tension N/A
Conductivity N/A
Miscellaneous Data N/A
Solubility N/A

10 - Stability and Reactivity

STABILITY
Stable: Stable.
Materials to Avoid: Strong oxidizing agents.
HAZARDOUS DECOMPOSITION PRODUCTS
Hazardous Decomposition Products: Carbon monoxide, Carbon dioxide,
Nitrogen oxides.
HAZARDOUS POLYMERIZATION
Hazardous Polymerization: Will not occur

11 - Toxicological Information

SENSITIZATION
Sensitization: Possible sensitizer.
Skin: The preceding data, or interpretation of data, was
determined using Quantitative Structure Activity Relationship
(QSAR) modeling. Prolonged or repeated exposure may cause
allergic reactions in certain sensitive individuals.
SIGNS AND SYMPTOMS OF EXPOSURE
To the best of our knowledge, the chemical, physical, and
toxicological properties have not been thoroughly investigated.
ROUTE OF EXPOSURE
Skin Contact: May cause skin irritation.
Skin Absorption: May be harmful if absorbed through the skin.
Eye Contact: Causes eye irritation.
Inhalation: May be harmful if inhaled. Material may be
irritating to mucous membranes and upper respiratory tract.
Ingestion: May be harmful if swallowed.

12 - Ecological Information

No data available.

13 - Disposal Considerations

SUBSTANCE DISPOSAL
Contact a licensed professional waste disposal service to dispose
of this material. Dissolve or mix the material with a combustible
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solvent and burn in a chemical incinerator equipped with an
afterburner and scrubber. Observe all federal, state, and local
environmental regulations.

14 - Transport Information

RID/ADR
Non-hazardous for road transport.
IMDG
Non-hazardous for sea transport.
IATA
Non-hazardous for air transport.

15 - Regulatory Information

CLASSIFICATION AND LABELING ACCORDING TO EU DIRECTIVES
INDICATION OF DANGER: Xi
Irritant.
R-PHRASES: 36
Irritating to eyes.
S-PHRASES: 26
In case of contact with eyes, rinse immediately with plenty of
water and seek medical advice.

16 - Other Information

WARRANTY
The above information is believed to be correct but does not
purport to be all inclusive and shall be used only as a guide. The
information in this document is based on the present state of our
knowledge and is applicable to the product with regard to
appropriate safety precautions. It does not represent any
guarantee of the properties of the product. Inc.,
shall not be held liable for any damage resulting from handling or
from contact with the above product. See reverse side of invoice
or packing slip for additional terms and conditions of sale.
Copyright 2010 Co. License granted to make
unlimitedpaper copies for internal use only.
DISCLAIMER
For R&D use only. Not for drug, household or other uses.
ALDRICH www.molbase.com


SECTION 16 - ADDITIONAL INFORMATION
N/A

上下游信息

反应信息

  • 作为反应物:
    描述:
    4-硝基苯甲酰替苯胺劳森试剂 、 palladium 10% on activated carbon 、 氢气 、 sodium hydroxide 、 potassium hexacyanoferrate(III) 作用下, 以 二氯甲烷氯苯 为溶剂, 生成 4-(2-苯并噻唑基)苯胺
    参考文献:
    名称:
    Design, synthesis and antimetastatic evaluation of 1-benzothiazolylphenylbenzotriazoles for photodynamic therapy in oral cancer cells
    摘要:
    我们设计并合成了一系列新的1-苯并噻唑基苯基三唑类化合物 9a–p 并研究了它们在口腔癌细胞Ca9-22中通过UVA诱导的光敏作用参与的抗转移机制。
    DOI:
    10.1039/c6md00034g
  • 作为产物:
    描述:
    N,N'-二苯基硫脲三乙胺 作用下, 以 二氯甲烷 为溶剂, 反应 48.0h, 生成 4-硝基苯甲酰替苯胺
    参考文献:
    名称:
    作为诱导型一氧化氮合酶抑制剂的新型六氢哒嗪-1-羧酰亚胺,-碳硫代酰胺和-碳硫代亚甲基酸酯的合成,结构研究和生物学评估。
    摘要:
    局部过量的一氧化氮(NO)与β细胞损伤有关,因此,治疗自身免疫性IDDM的可能方法是选择性抑制诱导型一氧化氮合酶(iNOS)。合成了一系列各种取代的六氢哒嗪-1-碳硫酰胺,-碳硫代咪酸酯和-羧亚胺,并作为剂量依赖性地评估了iNOS的潜在抑制剂。用产生胰岛素的RIN-5AH细胞以及作为细胞NO产生诱导物的IL1-1β和IFN-γ的组合进行标题化合物的筛选。结构活性分析表明,六氢哒嗪位置1处取代基的变化强烈影响对iNOS的抑制活性,并且对于RIN细胞的存活至关重要。在测试的化合物中,六氢哒嗪-1-甲硫酰胺显示出特别显着的抑制作用。但是,对于有效的iNOS抑制作用,在1-碳硫酰胺基团的氮原子上进行取代非常重要。因此,分别引入脂族链(例如丙基或丁基)和环状部分(例如环己基,3-甲氧基苯基和4-甲氧基苯基)(IC(50):0.5-2.1 mM),可提供与氨基胍具有相似抑制活性的化合物(IC(50):0
    DOI:
    10.1016/j.bmc.2003.12.007
  • 作为试剂:
    描述:
    苯甲酰胺 、 Tetramethylammonium hydroxide dihydrate 、 硝基苯硝基苯4-硝基苯甲酰替苯胺4'-硝基苯甲酰苯胺正己烷 作用下, 反应 24.0h, 以to obtain 43.5 g of 4-nitrobenzanilide (90% yield)的产率得到4-硝基苯甲酰替苯胺
    参考文献:
    名称:
    Process for preparing p-nitroaromatic amides and products thereof
    摘要:
    提供一种制备对硝基芳香酰胺的方法,包括在适当的溶剂体系中接触酰胺和硝基苯,并在适当的碱和受控量的质子性物质存在下,在受限制的反应区域中在适当的温度下反应酰胺和硝基苯。本发明的对硝基芳香酰胺可以还原为对氨基芳香酰胺。在一种实施方式中,对氨基芳香酰胺进一步与氨在条件下反应,产生相应的对氨基芳香胺和酰胺起始材料,可以回收或与水在适当的酸催化剂或碱催化剂存在下反应,产生相应的对氨基芳香胺和酰胺起始材料的酸或盐。在另一种实施方式中,对氨基芳香胺还原烷基化,产生烷基化的对氨基芳香胺。对硝基芳香酰胺可以在条件下与氨反应,产生相应的对硝基芳香胺和酰胺起始材料,可以回收或与水在适当的酸催化剂或碱催化剂存在下反应,产生相应的对硝基芳香胺和酰胺起始材料的酸或盐。在一种实施方式中,对硝基芳香胺还原产生对氨基芳香胺。在另一种实施方式中,对氨基芳香胺还原烷基化,产生烷基化的对氨基芳香胺。在另一种实施方式中,对硝基芳香胺还原烷基化,产生对氨基芳香胺。
    公开号:
    US05331099A1
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文献信息

  • An alternative and facile purification procedure of amidation and esterification reactions using a medium fluorous Mukaiyama reagent
    作者:Masato Matsugi、Misaki Suganuma、Shoko Yoshida、Shohei Hasebe、Yoko Kunda、Kotaro Hagihara、Sayaka Oka
    DOI:10.1016/j.tetlet.2008.09.016
    日期:2008.11
    convenient methodology for the separation of a fluorous by-product using fluorous chemistry is described. A Mukaiyama coupling reagent bearing a medium fluorous tag, between 40% and 60% fluorine by weight, can be effectively separated from non-fluorous components by increasing the water content of the crude reaction mixture and subsequent filtration. Additional fluorous solid phase extraction is not necessary
    描述了一种使用氟化学分离氟副产物的简便方法。通过增加粗反应混合物的水含量并随后过滤,可以有效地将氟含量在40%至60%之间的带有中等氟标签的Mukaiyama偶联剂与非氟组分有效地分离。不需要额外的氟固相萃取。
  • Synthesis of S-thioacyl dithiophosphates, efficient and chemoselective thioacylating agentsProofs for the reversibility of isomerisation of anhydrides 1 to 2, melting points of amides and thioamides obtained from anhydrides 5–7 and 1H, 13C NMR and IR data of isolated anhydrides 5–7, 17 are available as supplementary data. For direct access, see http://www.rsc.org/suppdata/p1/b2/b201233b/
    作者:Leszek Doszczak、Janusz Rachon
    DOI:10.1039/b201233b
    日期:2002.5.10
    Easily available acyl dithiophosphates are not stable and isomerise reversibly to O-thioacyl monothiophosphates, especially when subjected to heating. Much slower but probably irreversible isomerisation to S-thioacyl monothiophosphates occurs. Since equilibrium states are established and S-thioacyl (mono)thiophosphates form slowly, reaction mixtures contain generally both thioacylating and acylating agents, and consequently cannot be used for efficient thioacylation. On the other hand, treatment of a mixture of isomeric anhydrides with an excess of a dithiophosphoric acid leads to exclusive formation of S-thioacyl dithiophosphates. They appear to be excellent thioacylating agents: relatively stable, inert towards water and oxygen and therefore easy to handle. Reactions with nitrogen or sulfur nucleophiles proceed very rapidly under ambient conditions, yielding respective thioacyl derivatives. Isolation of the products is very simple. Due to the low reactivity of S-thioacyl dithiophosphates towards oxygen nucleophiles they can be used for direct thioacylation of multifunctional nucleophiles with unprotected hydroxy groups. Respective thioacyl derivatives cannot readily be obtained using other methods.
    容易获得的酰基二硫代磷酸酯不稳定,特别是在加热条件下,可以可逆地异构化为O-硫代酰基单硫代磷酸酯。转变为S-硫代酰基单硫代磷酸酯的过程要慢得多,但可能是不可逆的。由于建立了平衡状态,S-硫代酰基(单)硫代磷酸酯的形成较慢,反应混合物通常既含有硫代酰化剂也含有酰化剂,因此无法用于高效的硫代酰化反应。另一方面,将异构酸酐混合物与过量的二硫代磷酸反应,会导致仅形成S-硫代酰基二硫代磷酸酯。它们似乎是非常优秀的硫代酰化剂:相对稳定,对水和氧气不敏感,因此易于处理。它们在常温下与氮或硫亲核试剂的反应非常迅速,产生相应的硫代酰基衍生物。产品的分离非常简单。由于S-硫代酰基二硫代磷酸酯对氧亲核试剂的反应性较低,因此它们可以用于直接硫代酰化多功能亲核试剂,而不需要保护羟基。使用其他方法不易获得相应的硫代酰基衍生物。
  • Platinum nanowires catalyzed direct amidation with aldehydes and amines
    作者:Dawei Xu、Linyan Shi、Danhua Ge、Xueqin Cao、Hongwei Gu
    DOI:10.1007/s11426-015-5552-1
    日期:2016.4
    Different from the conventional synthesis methods and substrates, we designed a brand new method for synthesizing amides with platinum nanowires as catalysts and tert-butylhydroperoxide (TBHP) as the oxidant. Influence of factors, such as the catalyst, solvents, and the reaction temperature, were studied to determine the optimal reaction conditions. In addition, we explored the substrate generality
    与常规合成方法和底物不同,我们设计了一种全新的方法,以铂纳米线为催化剂,叔丁基过氧化氢(TBHP)为氧化剂合成酰胺。研究了催化剂,溶剂和反应温度等因素的影响,确定了最佳反应条件。此外,我们探索了基材的通用性并观察到了优异的产量。
  • 一种铂纳米线催化合成酰胺类化合物的方法
    申请人:苏州大学
    公开号:CN104086345B
    公开(公告)日:2016-06-08
    本发明涉及一种铂纳米线催化合成酰胺类化合物的方法。具体而言,该方法包括如下步骤:向反应容器中加入分散于醇中的铂纳米线,减压除去醇,进一步加入三氯化铝、反应溶剂、吡啶、胺类化合物、醛类化合物和氧化剂,在搅拌的条件下,于油浴中加热反应,之后通过柱层析进行纯化,得到酰胺类化合物,其中:所述醛类化合物、胺类化合物、三氯化铝、吡啶、铂纳米线和氧化剂的摩尔比为0.5~3:0.5~3:0.1~0.5:0.5~2:0.1%~2%:0.5~5,所述加热反应的反应温度为80~140℃,反应时间为16~24小时。由于采用铂纳米线作为催化剂,本发明不仅催化活性高,而且性能稳定,同时本发明的方法能得到较高的产率,条件温和,工艺简单,易于操作。
  • Unmasking Amides: Ruthenium-Catalyzed Protodecarbonylation of N-Substituted Phthalimide Derivatives
    作者:Yu-Chao Yuan、Raghu Kamaraj、Christian Bruneau、Thierry Labasque、Thierry Roisnel、Rafael Gramage-Doria
    DOI:10.1021/acs.orglett.7b03278
    日期:2017.12.1
    The unprecedented transformation of a wide range of synthetically appealing phthalimides into amides in a single-step operation has been achieved in high yields and short reaction times using a ruthenium catalyst. Mechanistic studies revealed a unique, homogeneous pathway involving five-membered ring opening and CO2 release with water being the source of protons.
    使用钌催化剂,以高收率和较短的反应时间实现了单步操作中各种合成吸引力的邻苯二甲酰亚胺前所未有的转化为酰胺。机理研究表明,独特的均质途径涉及五元环的打开和CO 2的释放,其中水是质子的来源。
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(βS)-β-氨基-4-(4-羟基苯氧基)-3,5-二碘苯甲丙醇 (S)-(-)-7'-〔4(S)-(苄基)恶唑-2-基]-7-二(3,5-二-叔丁基苯基)膦基-2,2',3,3'-四氢-1,1-螺二氢茚 (S)-盐酸沙丁胺醇 (S)-3-(叔丁基)-4-(2,6-二甲氧基苯基)-2,3-二氢苯并[d][1,3]氧磷杂环戊二烯 (S)-2,2'-双[双(3,5-三氟甲基苯基)膦基]-4,4',6,6'-四甲氧基联苯 (S)-1-[3,5-双(三氟甲基)苯基]-3-[1-(二甲基氨基)-3-甲基丁烷-2-基]硫脲 (R)富马酸托特罗定 (R)-(-)-盐酸尼古地平 (R)-(+)-7-双(3,5-二叔丁基苯基)膦基7''-[((6-甲基吡啶-2-基甲基)氨基]-2,2'',3,3''-四氢-1,1''-螺双茚满 (R)-3-(叔丁基)-4-(2,6-二苯氧基苯基)-2,3-二氢苯并[d][1,3]氧杂磷杂环戊烯 (R)-2-[((二苯基膦基)甲基]吡咯烷 (N-(4-甲氧基苯基)-N-甲基-3-(1-哌啶基)丙-2-烯酰胺) (5-溴-2-羟基苯基)-4-氯苯甲酮 (5-溴-2-氯苯基)(4-羟基苯基)甲酮 (5-氧代-3-苯基-2,5-二氢-1,2,3,4-oxatriazol-3-鎓) (4S,5R)-4-甲基-5-苯基-1,2,3-氧代噻唑烷-2,2-二氧化物-3-羧酸叔丁酯 (4-溴苯基)-[2-氟-4-[6-[甲基(丙-2-烯基)氨基]己氧基]苯基]甲酮 (4-丁氧基苯甲基)三苯基溴化磷 (3aR,8aR)-(-)-4,4,8,8-四(3,5-二甲基苯基)四氢-2,2-二甲基-6-苯基-1,3-二氧戊环[4,5-e]二恶唑磷 (2Z)-3-[[(4-氯苯基)氨基]-2-氰基丙烯酸乙酯 (2S,3S,5S)-5-(叔丁氧基甲酰氨基)-2-(N-5-噻唑基-甲氧羰基)氨基-1,6-二苯基-3-羟基己烷 (2S,2''S,3S,3''S)-3,3''-二叔丁基-4,4''-双(2,6-二甲氧基苯基)-2,2'',3,3''-四氢-2,2''-联苯并[d][1,3]氧杂磷杂戊环 (2S)-(-)-2-{[[[[3,5-双(氟代甲基)苯基]氨基]硫代甲基]氨基}-N-(二苯基甲基)-N,3,3-三甲基丁酰胺 (2S)-2-[[[[[[((1R,2R)-2-氨基环己基]氨基]硫代甲基]氨基]-N-(二苯甲基)-N,3,3-三甲基丁酰胺 (2-硝基苯基)磷酸三酰胺 (2,6-二氯苯基)乙酰氯 (2,3-二甲氧基-5-甲基苯基)硼酸 (1S,2S,3S,5S)-5-叠氮基-3-(苯基甲氧基)-2-[(苯基甲氧基)甲基]环戊醇 (1-(4-氟苯基)环丙基)甲胺盐酸盐 (1-(3-溴苯基)环丁基)甲胺盐酸盐 (1-(2-氯苯基)环丁基)甲胺盐酸盐 (1-(2-氟苯基)环丙基)甲胺盐酸盐 (-)-去甲基西布曲明 龙胆酸钠 龙胆酸叔丁酯 龙胆酸 龙胆紫 龙胆紫 齐达帕胺 齐诺康唑 齐洛呋胺 齐墩果-12-烯[2,3-c][1,2,5]恶二唑-28-酸苯甲酯 齐培丙醇 齐咪苯 齐仑太尔 黑染料 黄酮,5-氨基-6-羟基-(5CI) 黄酮,6-氨基-3-羟基-(6CI) 黄蜡,合成物 黄草灵钾盐