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491-35-0

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491-35-0 Usage

Description

Refer to 6-METHYLQUINOLINE.

Uses

Different sources of media describe the Uses of 491-35-0 differently. You can refer to the following data:
1. Lepidine is used in the preparation of certain dyes.
2. 4-Methylquinoline is used as a reagent in the synthesis of azetidine based ene-amides as potent bacterial enoyl ACP reductase inhibitors. Also used as a reagent in the synthesis of cyanine-styryl dyes with enhanced photostability for fluorescent DNA imaging.

Definition

ChEBI: A methylquinoline carrying a methyl substituent at position 4.

Synthesis Reference(s)

Tetrahedron Letters, 28, p. 5291, 1987 DOI: 10.1016/S0040-4039(00)96710-8

General Description

Synthesis of lepidine from 4-anilinobutan-2-one in ethanol in the presence of HCl or FeCl3 has been reported. Nitration of lepidine has been reported.

Purification Methods

Reflux lepidine with BaO, then fractionally distil it. Further purify it via its recrystallised dichromate salt (m 138o) (from H2O). [Cumper et al. J Chem Soc 1176 1962.] [Beilstein 20 III/IV 3477, 20/7 V 389.]

Check Digit Verification of cas no

The CAS Registry Mumber 491-35-0 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 4,9 and 1 respectively; the second part has 2 digits, 3 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 491-35:
(5*4)+(4*9)+(3*1)+(2*3)+(1*5)=70
70 % 10 = 0
So 491-35-0 is a valid CAS Registry Number.

491-35-0 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (A14040)  Lepidine, 97%   

  • 491-35-0

  • 10g

  • 541.0CNY

  • Detail
  • Alfa Aesar

  • (A14040)  Lepidine, 97%   

  • 491-35-0

  • 50g

  • 2111.0CNY

  • Detail
  • Alfa Aesar

  • (A14040)  Lepidine, 97%   

  • 491-35-0

  • 250g

  • 5722.0CNY

  • Detail
  • Aldrich

  • (158283)  Lepidine  99%

  • 491-35-0

  • 158283-25G

  • 1,217.97CNY

  • Detail
  • Aldrich

  • (158283)  Lepidine  99%

  • 491-35-0

  • 158283-100G

  • 3,039.66CNY

  • Detail

491-35-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-methylquinoline

1.2 Other means of identification

Product number -
Other names 4-Methylquinoline

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:491-35-0 SDS

491-35-0Relevant articles and documents

A novel approach to vapor-phase synthesis of 2- and 4-methylquinoline from lactic acid and aniline

Li, An,Huang, Chen,Luo, Cai-Wu,Li, Li-Jun,Yi, Wen-Jun,Liu, Tian-Wei,Chao, Zi-Sheng

, p. 13 - 16 (2017)

A novel and green route for vapor-phase synthesis of 2- and 4-methylquinoline was provided in this work, in which lactic acid as one of the reactants was for the first time employed. Various influencing factors, including types of catalysts, reaction temperature and stability of catalyst were investigated systematically. The results showed that a 67.6% total yield of quinolines was obtained over the HBeta catalyst. The characterization by using BET, NH3-TPD and pyridine-IR techniques revealed that strong Br?nsted acid sites are favorable for generation of 2- and 4-methylquinoline whereas Lewis acid sites could increase the proportion of 4-methylquinoline in target products. Besides, a feasible reaction pathway to synthesize 2- and 4-methylquinoline was proposed on the basis of the reaction products.

-

Tsuchiya,Kurita

, p. 419 (1976)

-

Visible-light-mediated organoboron-catalysed metal-free dehydrogenation of N-heterocycles using molecular oxygen

Wei, Lanfeng,Wei, Yu,Xu, Liang,Zhang, Jinli

supporting information, p. 4446 - 4450 (2021/06/30)

The surge of photocatalytic transformation not only provides unprecedented synthetic methods, but also triggers the enthusiasm for more sustainable photocatalysts. On the other hand, oxygen is an ideal oxidant in terms of atom economy and environmental friendliness. However, the poor reactivity of oxygen at the ground state makes its utilization challenging. Herein, a visible-light-induced oxidative dehydrogenative process is disclosed, which uses an organoboron compound as the photocatalyst and molecular oxygen as the sole oxidant.Viathis approach, an array of N-heterocycles have been accessed under metal-free mild conditions, in good to excellent yields.

Iron(II)-Catalyzed Aerobic Biomimetic Oxidation of N-Heterocycles

Manna, Srimanta,Kong, Wei-Jun,B?ckvall, Jan-E.

supporting information, p. 13725 - 13729 (2021/09/08)

Herein, an iron(II)-catalyzed biomimetic oxidation of N-heterocycles under aerobic conditions is described. The dehydrogenation process, involving several electron-transfer steps, is inspired by oxidations occurring in the respiratory chain. An environmentally friendly and inexpensive iron catalyst together with a hydroquinone/cobalt Schiff base hybrid catalyst as electron-transfer mediator were used for the substrate-selective dehydrogenation reaction of various N-heterocycles. The method shows a broad substrate scope and delivers important heterocycles in good-to-excellent yields.

Method for realizing oxidative dehydrogenation of nitrogen-containing heterocyclic ring by using biomass-based carbon material

-

Paragraph 0010-0011; 0014-0015, (2021/06/26)

The invention provides a method for realizing oxidative dehydrogenation of a nitrogen-containing heterocyclic ring by using a biomass-based carbon material, and belongs to the field of organic synthesis. According to the method, the raw materials of the biomass-based carbon material comprise wheat, sorghum, rice, corn straw, wheat straw, peanut shells, sesame shells, bean shells and the like, and are crushed and then ground into powder, the powder is fully mixed with an inorganic alkali, and calcination is performed in an inert gas atmosphere to prepare the biomass-based carbon material; and by using air as an oxygen source, at a temperature of 50-120 DEG C, oxidative dehydrogenation of nitrogen-containing heterocyclic compounds to synthesize quinoline compounds, isoquinoline compounds, acridine compounds, quinazoline compounds, indole compounds, imine compounds, and even quinoline compounds with pharmaceutical activity can be achieved. According to the present invention, easily available wheat flour is adopted as a raw material to prepare a non-metal catalyst, the alkali is not added during the reaction process, and a remarkable industrial application prospect is achieved.

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