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Cas Database

91-22-5

91-22-5

Identification

  • Product Name:Quinoline

  • CAS Number: 91-22-5

  • EINECS:202-051-6

  • Molecular Weight:129.161

  • Molecular Formula: C9H7N

  • HS Code:29334900

  • Mol File:91-22-5.mol

Synonyms:1-Azanaphthalene;1-Benzazine;B 500;Benzo[b]pyridine;Benzopyridine;Leucol;Leucoline;Leukol;NSC 3396;Quinolin;

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Safety information and MSDS view more

  • Pictogram(s):HarmfulXn

  • Hazard Codes:Xn,N,T

  • Signal Word:Danger

  • Hazard Statement:H302 Harmful if swallowedH312 Harmful in contact with skin H315 Causes skin irritation H319 Causes serious eye irritation H341 Suspected of causing genetic defects H350 May cause cancer H411 Toxic to aquatic life with long lasting effects

  • First-aid measures: General adviceConsult a physician. Show this safety data sheet to the doctor in attendance.If inhaled Fresh air, rest. Refer for medical attention. In case of skin contact Remove contaminated clothes. Rinse and then wash skin with water and soap. In case of eye contact Rinse with plenty of water (remove contact lenses if easily possible). Refer for medical attention. If swallowed Rinse mouth. Give one or two glasses of water to drink. Refer for medical attention . Vapors are irritating to nose and throat and may cause headaches, dizziness, and nausea if inhaled. Ingestion causes irritation of mouth and stomach; vomiting may occur. Contact with eyes or skin causes irritation. (USCG, 1999) Basic treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with normal saline during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 ml/kg up to 200 ml of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool. Administer activated charcoal ... . /Aromatic hydrocarbons and related compounds/

  • Fire-fighting measures: Suitable extinguishing media EXTINGUISH WITH WATER, DRY CHEMICALS, FOAM, OR CARBON DIOXIDE. Special Hazards of Combustion Products: Toxic oxides of nitrogen may form in fires. Behavior in Fire: Heat exposure may cause pressure build-up in closed containers. (USCG, 1999) Wear self-contained breathing apparatus for firefighting if necessary.

  • Accidental release measures: Use personal protective equipment. Avoid dust formation. Avoid breathing vapours, mist or gas. Ensure adequate ventilation. Evacuate personnel to safe areas. Avoid breathing dust. For personal protection see section 8. Personal protection: filter respirator for organic gases and vapours adapted to the airborne concentration of the substance. Do NOT let this chemical enter the environment. Collect leaking and spilled liquid in sealable containers as far as possible. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations. Spread over with the 9:1 mixture of sand and soda ash. After mixing, transfer into a paper carton, stuffed with ruffled paper.

  • Handling and storage: Avoid contact with skin and eyes. Avoid formation of dust and aerosols. Avoid exposure - obtain special instructions before use.Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Provision to contain effluent from fire extinguishing. Separated from strong oxidants, acids, acid anhydrides and food and feedstuffs. Dry. Keep in the dark. Well closed. Store in an area without drain or sewer access.PROTECT FROM LIGHT & MOISTURE.

  • Exposure controls/personal protection:Occupational Exposure limit valuesBiological limit values Handle in accordance with good industrial hygiene and safety practice. Wash hands before breaks and at the end of workday. Eye/face protection Safety glasses with side-shields conforming to EN166. Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Wear impervious clothing. The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique(without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Respiratory protection Wear dust mask when handling large quantities. Thermal hazards

Supplier and reference price

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  • Manufacture/Brand:Usbiological
  • Product Description:Quinoline
  • Packaging:5g
  • Price:$ 319
  • Delivery:In stock
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  • Manufacture/Brand:TRC
  • Product Description:Quinoline
  • Packaging:25g
  • Price:$ 85
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  • Manufacture/Brand:TCI Chemical
  • Product Description:Quinoline >98.0%(GC)(T)
  • Packaging:500g
  • Price:$ 120
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  • Manufacture/Brand:TCI Chemical
  • Product Description:Quinoline >97.0%(GC)
  • Packaging:500g
  • Price:$ 39
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  • Manufacture/Brand:TCI Chemical
  • Product Description:Quinoline >97.0%(GC)
  • Packaging:25g
  • Price:$ 17
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  • Manufacture/Brand:TCI Chemical
  • Product Description:Quinoline >98.0%(GC)(T)
  • Packaging:25g
  • Price:$ 34
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:Quinoline 98%
  • Packaging:100 g
  • Price:$ 25
  • Delivery:In stock
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:Quinoline 98%
  • Packaging:50 g
  • Price:$ 16
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  • Manufacture/Brand:SynQuest Laboratories
  • Product Description:Quinoline 98%
  • Packaging:500 g
  • Price:$ 85
  • Delivery:In stock
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  • Manufacture/Brand:Sigma-Aldrich
  • Product Description:Quinoline for synthesis. CAS 91-22-5, pH 7.3 (5 g/l, H O, 20 °C)., for synthesis
  • Packaging:8024070250
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Relevant articles and documentsAll total 426 Articles be found

Microwaves under pressure for the continuous production of quinoline from glycerol

Saggadi,Polaert,Luart,Len,Estel

, p. 66 - 74 (2015)

Abstract Microwave heating is an interesting technology for chemical engineering, since it can provide effective volumetric heating of the reaction medium and reduce energy costs. Many commercially available laboratory-scale microwave reactors have already been used to carry out chemical reactions on a small scale (a few milliliters), and at high temperatures and pressures. Some research has been undertaken to scale-up microwave processes and make them suitable for a larger scale production. Indeed, combining wave propagation through the walls of a reactor with resistance toward high pressure and temperature as well, is not an easy task. For these reasons, this work focuses on the development of a pilot scale microwave apparatus used for the heating of larger reaction volumes under pressure, and under controlled conditions. The specially designed microwave apparatus allows chemical reactions in batch or continuous mode. The applicator operates in single mode enabling a uniform electromagnetic field, and well controlled operating conditions. The main advantage of the setup is the quite large reactor volume that permits either relatively long residence times or relatively high mass flowrates (up to 1 kg/h). The developed microwave apparatus was then used for quinoline synthesis from glycerol via a modified Skraup reaction. The major advantage of our system is the ability to carry out continuous chemical synthesis, at a large pilot scale, and high temperatures (200-220 °C), while ensuring a better control of the pressure (max. 19 bar) through the control of the power absorbed by the reaction medium.

Reversible dehydrogenation-hydrogenation of tetrahydroquinoline-quinoline using a supported copper nanoparticle catalyst

Mikami, Yusuke,Ebata, Kaori,Mitsudome, Takato,Mizugaki, Tomoo,Jitsukawa, Koichiro,Kaneda, Kiyotomi

, p. 1371 - 1377 (2011)

Copper nanoparticles synthesized on a titania surface (Cu/TiO2) act as an efficient heterogeneous catalyst for the reversible dehydrogenation and hydrogenation of tetrahydroquinoline-quinoline under an atmospheric pressure of H2. The Japan Institute of Heterocyclic Chemistry.

Copper-Catalyzed Direct Oxidative α-Functionalization of Tetrahydroquinoline in Water under Mild Conditions

Ramana, Daggupati V.,Chandrasekharam, Malapaka

, p. 4080 - 4083 (2018)

An efficient one-step α-functionalization of tetrahydroquinoline under mild conditions is achieved. The direct oxidative copper-catalyzed dehydrogenative cross C(sp3)?C(sp2) couplings of tetrahydroquinolines and indoles produced the products in aqueous and open air medium. The use of inexpensive copper catalyst, water solvent, easy to operate open air condition combined with the most step and atom economic features qualify the CDC reaction for a green process. (Figure presented.).

Copper(ii)/amine synergistically catalyzed enantioselective alkylation of cyclic N-acyl hemiaminals with aldehydes

Sun, Shutao,Mao, Ying,Lou, Hongxiang,Liu, Lei

, p. 10691 - 10694 (2015)

The first catalytic asymmetric alkylation of N-acyl quinoliniums with aldehydes has been described. A copper/amine synergistic catalytic system has been developed, allowing the addition of functionalized aldehydes to a wide range of electronically varied N-acyl quinoliniums in good yields with excellent enantiocontrol. The synergistic catalytic system was also effective for N-acyl dihydroisoquinoliniums and β-caboliniums, demonstrating the general applicability of the protocol in the enantioselective alkylation of diverse cyclic N-acyl hemiaminals. This journal is

A Novel Gemini Sulfonic Ionic Liquid Immobilized MCM-41 as Efficient Catalyst for Doebner-Von Miller Reaction to Quinoline

Li, An,Wang, Xinyang,Li, Yuhang,Luo, Caiwu,Zhang, Jiance,Liu, Kun,Zhang, Cen,Zhou, Congshan

, p. 3772 - 3780 (2021)

A novel 2,2′-bipyridine-based gemini sulfonic ionic liquid was first synthesized and then immobilized on MCM-41 support (named IL1/MCM-41), which was further characterized using XRD, FT-IR, SEM, TEM, N2-physisorption, XPS and TG techniques. These characterization results revealed that the IL1/MCM-41 presented a whole ordered mesoporous structure, excellent thermal stability as well as the interaction between ionic liquid with MCM-41. Catalytic activity of the obtained IL1/MCM-41 was systematically evaluated for the Doebner-Von Miller reaction to generate quinoline. Compared to conventional imidazole-type single sulfonic ionic liquid supported on MCM-41 (named IL2/MCM-41), IL1/MCM-41 exhibited higher catalytic activity and better reusability, which was probably due to the synergistic catalytic effect of the dual sulfonic acid group on IL2 and the stronger interaction between dipyridine ring of ionic liquid with MCM-41 support, respectively. Meanwhile, a plausible reaction routes for the synergistic catalytic action of dual sulfonic acid to quinoline over the IL1/MCM-41 catalyst was also proposed in this paper.

-

Kulisch

, p. 276 (1894)

-

-

Skraup

, (1881)

-

Barr

, p. 2422,2424 (1930)

-

Closs,Schwartz

, p. 2609 (1961)

-

-

Cohn,Gustavson

, p. 2709 (1928)

-

Zn-promoted Hβ zeolite for gas-phase catalyzed aza-heterocyclic-aromatization of acrolein dimethyl acetal and aniline to quinolines

Li, An,Li, Lijun,Lin, Ying,Liu, Kun,Liu, Yong,Luo, Caiwu,Zhou, Congshan

, (2020)

Catalytic activities of Zn-promoted Hβ zeolite for gas-phase aza-heterocyclic-aromatization of acrolein dimethyl acetal and aniline to quinolines were investigated. the Zn/Hβ catalyst showed better selectivity to quinoline than the parent Hβ one. Characterization results demonstrated that the Zn/Hβ catalyst prepared via deposition precipitation method existed the isolated Zn2+ cations as well as the highly dispersed ZnO clusters, which not only decreased concentration of strong acid sites but also enhanced enhance aromatization process. As a result, the decrease of strong acid sites restrained the cracking of acrolein to acetaldehyde as well as the alkylation of quinoline to ethylquinoline effectively; and the Zn species of catalyst further improved aromatization process of dihydroquinoline to quinoline. Moreover, the Zn/Hβ catalyst presented relatively enhanced ability of anti-activation and excellent regenerability, owing to decrease strong acid-induced polymerization of active intermediates to form the coking. Under the optimized operating conditions, more than 51 % yield of quinoline was achieved over Zn/Hβ catalyst; which far exceeded quinoline yield (28 %) over the pure Hβ one. Besides, a plausible reaction routes in vapor-phase acrolein diethyl acetal with aniline to quinolines were suggested in this paper.

Mesoporous HBeta zeolite obtained: Via zeolitic dissolution-recrystallization successive treatment for vapor-phase Doebner-Von Miller reaction to quinolines

Li, An,Luo, CaiWu,Wu, Fen,Zheng, ShuQin,Li, LiJun,Zhang, JianCe,Chen, Liang,Liu, Kun,Zhou, Congshan

, p. 20396 - 20404 (2020)

A reassembled HBeta zeolite (HBeta-Ct) was obtained via zeolitic dissolution-recrystallization successive treatment, and characterized by means of XRD, FT-IR, SEM, TEM, N2 adsorption-desorption as well as NH3-TPD techniques. The characterization results manifested that the HBeta-Ct zeolite possessed more mesopores and less acid than the parent one. Catalyst activities of the parent and reassembled HBeta catalysts were investigated in detail in the vapor-phase Doebner-Von Miller reaction to quinolines. The results demonstrated that the reassembled HBeta zeolite showed enhanced catalyst stability and improved anti-alkylation ability. This is probably due to the existence of mesopores on the catalyst which strengthened the diffusion of bulky products from pore channels in the zeolite. Meanwhile, the decreased acid amount over the catalyst can also retard the alkylation process to generate alkylquinolines as well as the acid-induced polymerization reaction to form coke. Besides, the HBeta-Ct catalyst also exhibited good regenerability in the Doebner-Von Miller reaction. This journal is

Bioinspired Atomic Manganese Site Accelerates Oxo-Dehydrogenation of N-Heterocycles over a Conjugated Tri- s-Triazine Framework

Zhang, Zhou,Liu, Wengang,Zhang, Yuanyuan,Bai, Jingwen,Liu, Jian

, p. 313 - 322 (2021)

Herein, taking inspirations from metalloenzymes, we constructed atomically dispersed manganese sites anchored onto conjugated tri-s-triazine units of graphitic carbon nitride as a bioinspired photocatalyst (Mn1/tri-CN) for the oxo-dehydrogenation of N-heterocycles. The primary coordination sphere of atomic Mn-N2 sites (role i: oxygen activation) as well as the π-πstacking interactions between tri-s-triazine units and substrate mimicking the secondary coordination sphere (role ii: substrate adsorption) synergistically realized high-efficiency electron transfer/utilization in photocatalytic oxidation reactions, as was demonstrated experimentally and theoretically. The Mn1/tri-CN catalyst exhibited impressive oxo-dehydrogenation activity and selectivity toward a broad scope of N-heterocycles in an air atmosphere. The current work suggests that simultaneously engineering the metal active sites of catalysts and the adaptive local environment of the matrix may open an avenue for the synthesis of fine chemicals.

3-Sulfolene as an alternative reagent for sulfur dioxide

Kaneko,Hayashi,Fujii,Yamamoto

, p. 3582 - 3584 (1978)

-

A biomass-derived N-doped porous carbon catalyst for the aerobic dehydrogenation of nitrogen heterocycles

Cui, Fu-Jun,Guo, Fu-Hu,Liu, Jing-Jiang,Liu, Xiao-Yu,Quan, Zheng-Jun,Ullah, Arif,Wang, Xi-Cun,Zhu, Ji-Hua

supporting information, p. 1791 - 1799 (2022/01/31)

N-doped porous carbon (NC) was synthesized from sugar cane bagasse, which is a sustainable and widely available biomass waste. The preferred NC sample had a well-developed porous structure, a graphene-like surface morphology and different N species. More

Dehydrogenation of N-Heterocyclic Compounds Using H2O2 and Mediated by Polar Solvents

Llopis, Natalia,Gisbert, Patricia,Baeza, Alejandro,Correa-Campillo, Jara

supporting information, p. 1205 - 1210 (2022/02/25)

The oxidative dehydrogenation of N-heterocyclic compounds by using H2O2 as oxidant in combination with polar solvents such as 1,1,1,3,3,3-hexafluoroisopropanol (HFIP) and H2O is described. Among these two solvents, the best yields for the heteroaromatic compounds were generally achieved in HFIP. However, it is remarkable, that the use of a non toxic solvent such as H2O gave such good yields. Furthermore, the procedure was implemented in larger-scale and HFIP was distilled from the reaction mixture and reused (up to 5 cycles) without a significant detriment in the reaction outcome. (Figure presented.).

Solvothermal fabrication of Bi2MoO6 nanocrystals with tunable oxygen vacancies and excellent photocatalytic oxidation performance in quinoline production and antibiotics degradation

Fan, Qizhe,Liu, Xingqiang,Liu, Zhen,Tian, Jian,Yu, Changlin

, p. 472 - 484 (2022/01/22)

Novel Bi2MoO6 nanocrystals with tunable oxygen vacancies have been developed via a facile low-cost approach with the assistance of a glyoxal reductant under solvothermal conditions. With the introduction of oxygen vacancies, the optical absorption of Bi2MoO6 is extended and its bandgap narrowed. Oxygen vacancies not only lead to the appearance of a defect band level in the forbidden band but can also result in a minor up-shift of the valence band maximum, promoting the mobility of photogenerated holes. Moreover, oxygen vacancies can act as electron acceptors, temporarily capturing electrons excited by light and reducing the recombination of electrons and holes. At the same time, oxygen vacancies help to capture oxygen, which reacts with the captured photogenerated electrons to generate more superoxide radicals (?O2?) to participate in the reaction, thereby significantly promoting the redox performance of the photocatalyst. From Bi2MoO6 containing these oxygen vacancies (OVBMO), excellent photocatalytic performance has been obtained for the oxidation of 1,2,3,4-tetrahydroquinoline to produce quinoline and cause antibiotic degradation. The reaction mechanism of the oxidation of 1,2,3,4-tetrahydroquinoline to quinoline over the OVBMO materials is elucidated in terms of heterogeneous Catal. via a radical pathway.

Palladium-catalyzed aryl group transfer from triarylphosphines to arylboronic acids

Enright, Dale R.,Gogate, Akash R.,Smoliakova, Irina P.,Vasireddy, Purna C. R.

, (2021/11/11)

A study of Pd-catalyzed arylation of arylboronic acids with triarylphosphines is presented. Various parameters of this transformation, such as the oxygen presence, choice of solvent, temperature, palladium source, bases and oxidants, were tested and the optimal conditions of the aryl transfer were determined. The effect of electron-withdrawing and electron-donating substituents on the aryl groups of both reactants was also investigated. The unusual transfer of the acetate group from Pd(OAc)2 to p-nitrophenylboronic acid in the presence of PAr3 is reported. A plausible mechanism of the Pd-catalyzed aryl group transfer from PAr3 to the arylboronic acid is proposed.

Method for preparing 3 - arylquinoline

-

Paragraph 0047; 0048; 0051; 0053; 0054; 0132-0134, (2021/11/26)

The invention discloses a method for preparing 3 - arylquinoline, which is carried out in an oxygen-containing atmosphere, ortho-amine arylmethanol and aryl formaldehyde in DMSO-solution system containing an alkali to obtain 3 -arylquinoline compounds. In 3 - arylquinoline compound structure prepared by the method, 2 carbon atoms are provided by DMSO, aryl groups at 3 carbon atoms and 3 positions are provided by aryl formaldehyde, and all other atoms in the quinoline compound structure are provided by raw material o-amido aryl methanol. The method for synthesizing 3 - arylquinoline has the advantages of wide raw material sources, environmental friendliness, low price and simple operation, and is beneficial to industrial production.

Process route upstream and downstream products

Process route

1,2,3,4-tetrahydroisoquinoline
635-46-1

1,2,3,4-tetrahydroisoquinoline

quinoline
91-22-5

quinoline

5,6,7,8-tetrahydroquinoline
10500-57-9

5,6,7,8-tetrahydroquinoline

propylcyclohexane
1678-92-8

propylcyclohexane

1-propylcyclohexene
2539-75-5

1-propylcyclohexene

phenylpropane
103-65-1

phenylpropane

2-propylaniline
1821-39-2

2-propylaniline

Conditions
Conditions Yield
With hydrogen; sulfided NiMo-Al2O3; In n-heptane; at 349.9 ℃; for 2h; under 52504.2 Torr; Product distribution; Mechanism; effect of the partial pressure of title compound; reaction in the presence of 2,6-diethylaniline;
21.3 % Turnov.
1.6 % Turnov.
1.5 % Turnov.
2.6 % Turnov.
27.7 % Turnov.
2.1 % Turnov.
With Dimethyldisulphide; hydrogen; sulfided NiMo-Al2O3; In n-heptane; at 349.9 ℃; for 2h; under 52504.2 Torr; Product distribution; effect of H2S partial pressure of title compound;
21.8 % Turnov.
1.7 % Turnov.
1.9 % Turnov.
4.0 % Turnov.
36.0 % Turnov.
1.9 % Turnov.
chloroform
67-66-3,8013-54-5

chloroform

N,N-dimethyl-o-toluidine
609-72-3

N,N-dimethyl-o-toluidine

quinoline
91-22-5

quinoline

8-methylquinoline
611-32-5

8-methylquinoline

3-chloroquinoline
612-59-9

3-chloroquinoline

<i>o</i>-toluidine
95-53-4

o-toluidine

Conditions
Conditions Yield
at 550 ℃; Further byproducts given;
56%
18%
9%
5%
chloroform
67-66-3,8013-54-5

chloroform

N,N-dimethyl-o-toluidine
609-72-3

N,N-dimethyl-o-toluidine

quinoline
91-22-5

quinoline

8-methylquinoline
611-32-5

8-methylquinoline

4-chloro-2-methylquinoline
10222-49-8

4-chloro-2-methylquinoline

<i>o</i>-toluidine
95-53-4

o-toluidine

Conditions
Conditions Yield
at 550 ℃; Further byproducts given;
56%
9%
5%
5%
chloroform
67-66-3,8013-54-5

chloroform

N,N-dimethyl-o-toluidine
609-72-3

N,N-dimethyl-o-toluidine

quinoline
91-22-5

quinoline

3-chloroquinoline
612-59-9

3-chloroquinoline

<i>o</i>-toluidine
95-53-4

o-toluidine

N,2-dimethylaniline
611-21-2

N,2-dimethylaniline

Conditions
Conditions Yield
at 550 ℃; Further byproducts given;
56%
18%
9%
2%
chloroform
67-66-3,8013-54-5

chloroform

N,N-dimethyl-o-toluidine
609-72-3

N,N-dimethyl-o-toluidine

quinoline
91-22-5

quinoline

2-methylquinoline
91-63-4

2-methylquinoline

8-methylquinoline
611-32-5

8-methylquinoline

3-chloroquinoline
612-59-9

3-chloroquinoline

4-chloro-2-methylquinoline
10222-49-8

4-chloro-2-methylquinoline

<i>o</i>-toluidine
95-53-4

o-toluidine

Conditions
Conditions Yield
at 550 ℃; Product distribution; other objects of study: further aniline derivatives and aminoheteroaromatic compounds;
56%
18%
9%
5%
5%
3%
1-methyl-5-phenyl-2-aza-1-oxapentadiene
169257-16-3

1-methyl-5-phenyl-2-aza-1-oxapentadiene

quinoline
91-22-5

quinoline

cinnamic nitrile
1885-38-7

cinnamic nitrile

Conditions
Conditions Yield
at 650 ℃; for 0.666667h; under 0.005 Torr;
4 % Chromat.
28 % Chromat.
19%
N-(naphthalen-1-yl)-N'-phenylpropane-1,3-diamine
1093167-92-0

N-(naphthalen-1-yl)-N'-phenylpropane-1,3-diamine

quinoline
91-22-5

quinoline

7,8-benzoquinoline
230-27-3

7,8-benzoquinoline

1-amino-naphthalene
134-32-7

1-amino-naphthalene

aniline
62-53-3

aniline

Conditions
Conditions Yield
With iridium (III) chloride trihydrate; oxygen; sodium carbonate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; In 1,3,5-trimethyl-benzene; for 15h; Reflux;
69 %Chromat.
7 %Chromat.
13 %Chromat.
65 %Chromat.
1,2,3,4-tetrahydroisoquinoline
635-46-1

1,2,3,4-tetrahydroisoquinoline

1-Nitronaphthalene
86-57-7

1-Nitronaphthalene

quinoline
91-22-5

quinoline

1-amino-naphthalene
134-32-7

1-amino-naphthalene

Conditions
Conditions Yield
With nickel-nitrogen-doped carbon framework; In water; at 145 ℃; for 18h; Inert atmosphere; Sealed tube; Green chemistry;
64%
62%
Quinoline N-oxide
1613-37-2

Quinoline N-oxide

quinoline
91-22-5

quinoline

quinolin-4-ol
611-36-9

quinolin-4-ol

2,2'-biquinoline
119-91-5

2,2'-biquinoline

4-(quinolin-4-yl)quinoline
27080-08-6,34281-95-3

4-(quinolin-4-yl)quinoline

Conditions
Conditions Yield
With naphthalene; In tetrahydrofuran; for 24h;
32%
20%
N-allyl-N-isopropylaniline
88876-19-1

N-allyl-N-isopropylaniline

quinoline
91-22-5

quinoline

N-(propan-2-ylidene)aniline
1124-52-3

N-(propan-2-ylidene)aniline

N-Isopropylaniline
768-52-5

N-Isopropylaniline

N-ethylideneaniline
6052-11-5

N-ethylideneaniline

aniline
62-53-3

aniline

Conditions
Conditions Yield
at 700 ℃; for 0.25h; under 0.001 - 0.005 Torr; Product distribution; Mechanism;
8 % Chromat.
2 % Chromat.
2 % Chromat.

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