- Method for preparing nitrogen-containing six-membered ring dicarboxylic acid
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The invention relates to compound preparation, particularly to a method for preparing nitrogen-containing six-membered ring dicarboxylic acid from a benzo nitrogen-containing six-membered ring compound. According to the method, a raw material compound and a sodium chlorate aqueous solution are catalyzed under an acidic condition to obtain nitrogen-containing six-membered ring dicarboxylic acid, wherein the raw material is a nitrogen-containing six-membered heterocyclic benzocyclic compound. According to the invention, the catalyst of the reaction system is low in toxicity and low in cost, no new impurity is generated in the post-treatment step, and large-scale production is facilitated.
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Paragraph 0048-0050; 0052
(2020/04/22)
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- Regioselective Cyanation of Six-Membered N-Heteroaromatic Compounds Under Metal-, Activator-, Base- and Solvent-Free Conditions
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A regioselective cyanation of heteroaromatic N-oxides with trimethylsilyl cyanide has been developed to obtain 2-substituted N-heteroaromatic nitrile without the requirement of any external activator-, metal-, base-, and solvent. The present protocol is a straightforward, one-pot heteroaromatic C?H cyanation process, and proceeds smoothly in conventional heating but also under microwave irradiation with shorter reaction times. This approach now allows access to a broad class of quinoline N-oxides and other heteroarene N-oxides with high to good yields and can also be scaled up to obtain gram quantities. Further application of this process was observed and utilized in late-stage cyanation of the anti-malarial drug quinine as well as transformation of the 2-cyanoazines to a series of biologically important molecules. Based on the experimental observations, a plausible mechanism has also been proposed highlighting the dual role of trimethylsilyl cyanide as a nitrile source and as an activating agent. (Figure presented.).
- Sarmah, Bikash Kumar,Konwar, Monuranjan,Bhattacharyya, Dipanjan,Adhikari, Priyanka,Das, Animesh
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p. 5616 - 5625
(2019/11/22)
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- New efficient access to fused (Het)Aryltetrahydroindolizinones via N-acyl iminium intermediates
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In this paper, we described the preparation of fused (Het)Aryltetrahydroindolizinones via N-acyl iminium intermediates. Two different routes were also explored to achieve the synthesis. The first one consists in the intramolecular reaction of β-hydroxylactams whereas the second route one is an intermolecular condensation between a 2-formylester or a β-alkoxylactone and an appropriate primary amine. We also developed two heterocyclic strategies to obtain the adequate unavailable starting materials in pyridine, pyrazine, quinoline, and quinaxoline series and then perform all inter or intramolecular reactions. Scope and limitations are given.
- Chiurato, Matteo,Boulahjar, Rajaa,Routier, Sylvain,Troin, Yves,Guillaumet, Gérald
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scheme or table
p. 4647 - 4653
(2010/07/05)
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- Directed lithiation of unprotected quinolinecarboxylic acids
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The lithium salts of quinoline-2-carboxylic acid and 4-methoxyquinoline-2-carboxylic acid undergo deprotonation at C3 when treated with LTMP in THF at -25 and 0°C, respectively. The lithium salts of quinoline-3- and -4-carboxylic acids are more prone to n
- Rebstock, Anne-Sophie,Mongin, Florence,Trécourt, Fran?ois,Quéguiner, Guy
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p. 767 - 769
(2007/10/03)
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- Alkyl esters of substituted 2-methyl-3-quinolinecarboxylic acid and quinoline-2,3-dicarboxylic acid: dialkyl 3-(substituted)phenylaminobut-2-ene-dioates and methods for the preparation thereof
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There are provided novel alkyl esters of substituted 2-methyl-3-quinolinecarboxylic acid and quinoline-2,3-dicarboxylic acid; novel dialkyl 3-(substituted)phenylaminobut-2-ene-dioates, useful as intermediates for the preparation of highly effective 2-(2-imidazolin-2-yl)quinoline herbicidal agents and methods for the preparation thereof.
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- Method for the preparation of anilinofumarate [quinoline-2,3- dicarboxylic]
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The present invention relates to novel methods for the preparation of anilinofumarate [quinoline- 2,3-dicarboxylic acid], a useful intermediate in the preparation of 2-(2-imidazolin-2-yl)-quinoline-3-carboxylic acid herbicidal agents.
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- Method for the preparation of quinoline-2,3-dicarboxylic acid
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The present invention relates to novel methods for the preparation of quinoline-2,3-dicarboxylic acid, useful for the preparation of the highly effective 2-(2-imidazolin-2-yl)quinoline-3-carboxylic acid herbicidal agents.
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- Pigment composition
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A pigment composition contains a pigment and a dispersant. The dispersant is a phosphoric ester compound represented by the following general formula: wherein at least one of the three Rs is a residuum of a polyester chain containing as principal bonds thereof ester bonds of a polycarboxylic acid and a polyalcohol.
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- Pigment composition
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A pigment composition contains a pigment and a dispersant. The dispersant is a polyester compound which contains, per molecule, a residuum of at least two benzene rings coupled together, an aromatic ring having at least 8 carbon atoms or a heterocyclic ring having at least 8 carbon atoms, and at least one ester bond as a principal bond.
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- Synthesis of 2,3-Quinolinedicarboxylic Acid
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A new procedure for making 2,3-quinolinedicarboxylic acid (6), starting with aniline and maleic anhydride has been developed.Evidence for the formation of 2-anilino-3-formyl-N-phenylmaleimide (7) in the cyclization of 3-phenylimino-4-dimethylaminomethylene-N-phenylsuccinimide (4a) to N-phenylacridinimide (5a) is presented.
- Maulding, Donald R.
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p. 1777 - 1779
(2007/10/02)
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- Alkyl esters of substituted 2-methyl-3-quinolinecarboxylic acid and quinoline-2,3-dicarboxylic acid
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There are provided novel alkyl esters of substituted 2-methyl-3-quinolinecarboxylic acid and quinoline-2,3-dicarboxylic acid; novel dialkyl 3-(substituted)phenylaminobut-2-ene-dioates, useful as intermediates for the preparation of highly effective 2-(2-imidazolin-2-yl)quinoline herbicidal agents and methods for the preparation thereof.
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- 2-(2-imidazolin-2-yl)-pyridines and quinolines, process and intermediates for the preparation thereof, and use of said compounds as herbicidal agents
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There are provided novel 2-(2-imidazolin-2-yl)pyridine and quinoline compounds, a process and intermediate compounds for the preparation thereof, and a method for controlling a wide variety of annual and perennial plant species therewith.
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- Method for the preparation of anilinofumarate
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The present invention relates to methods for the preparation of anilinofumarate, a useful intermediate in the preparation of quinoline-2,3-dicarboxylic acid and in the preparation of 2-(2-imidazolin-z-yl) quinoline-3-carboxylic acid herbicidal agents.
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- Method for oxidizing alkyl groups on pyridine, quinoline and benzene ring compounds to carboxylic acids under basic conditions
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There is provided a novel process for the preparation of carboxylic acids from alkyl groups under basic conditions utilizing oxides of copper, cobalt and silver.
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- OXIDATION OF METHYLQUINOLINES WITH NICKEL PEROXIDE
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Room temperature oxidation of 2-(or 3-)methylquinoline-3-(or 2-)carboxylic acid with 3.25 eq nickel peroxide in aqueous base gives quinoline-2,3-dicarboxylic acid in high yield.No reaction occurs for methylpyridinecarboxylic acids under these conditions.
- Ladner, David W.
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p. 157 - 162
(2007/10/02)
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- Process for the preparation of 2,3-quinolinedicarboxylic acids
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There is provided a novel process for the preparation of a substituted or unsubstituted 2,3-quinolinedicarboxylic acid, utilizing as the starting material, 2-methyl-3-quinolinecarboxylic acid or 3-methyl-2-quinolinecarboxylic acid or the alkyl ester of either of the above compounds.
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