62802-76-0

Upstream product

• 33757-48-1 N-quinolin-8-yl-benzamide 
• 578-66-5 8-amino quinoline 
• 98-88-4 benzoyl chloride 
• 65-85-0 benzoic acid 
• 607-34-1 5-nitroquinoline 
• 55-21-0 benzamide 
• 42606-38-2 8-amino-5-nitroquinoline 

Relevant academic research and scientific papers

S N H Amidation of nitroquinolines: synthesis of amides on the basis of nitro- and nitrosoquinolines

[Figure not available: see fulltext.] Direct SN H amidation of 5-, 6-, 7-, and 8-nitroquinolines in anhydrous DMSO was used to obtain the respective aroylamino derivatives of nitro- and nitrosoquinolines.

CoIII-Catalyzed Isonitrile Insertion/Acyl Group Migration Between C?H and N?H bonds of Arylamides

A general efficient and site-selective cobalt-catalyzed insertion of isonitrile into C?H and N?H bonds of arylamides through C?H bond activation and alcohol assisted intramolecular trans-amidation is demonstrated. This straightforward approach overcomes the limitation by the presence of strongly chelating groups. Isolation of CoIII-isonitrile complex B has been achieved for the first time to understand the reaction mechanism.

Regioselective C-7 Nitration of 8-Aminoquinoline Amides Using tert-Butyl Nitrite

Regioselective C-7 nitration of 8-aminoquinoline amide has been achieved using tert-butyl nitrite under metal-free conditions at ambient temperature. The protocol is applicable to various aryl, heteroaryl as well as aliphatic carboxamides, and exhibits high functional group compatibility. The present method provides selective mononitrated quinoline derivatives. Experimental results suggest that the reaction likely proceeds through a radical pathway. (Figure presented.).

From Surprising Solvothermal Reaction to Uncommon Zinc(II)-Catalyzed Aromatic C-H Activation Reaction for Direct Nitroquinoline Synthesis

In this work, we first found a surprising solvothermal reaction for direct dinitration of quinoline derivative. To explore the application in direct nitroquinoline synthesis, this reaction was subsequently modified as an equivalent reaction in a Schlenk tube. More significantly, after a constant attempt, nitrated derivative was obtained in optimized condition with a zinc(II) sulfate catalyst, where some substrates with strong electron-withdrawing group were first nitrated by a directly catalyzed condition. This new zinc(II)-catalyzed aromatic C-H activation reaction is the first example of direct dinitration by a single catalyst, which will be a new facile and environmentally friendly strategy to access synthetically useful nitroquinoline derivative.

Synthetic method of 5-nitro-8-carboxamidoquinoline compound

The invention discloses a synthetic method of a 5-nitro-8-carboxamidoquinoline compound and belongs to the field of synthetic technology of quinoline compounds. The key point of the technical scheme is as follows: an 8-carboxamidoquinoline compound is dissolved in a solvent; then, nitrate is added; and finally a reaction is carried out at the temperature of 80-120 DEG C so as to prepare the 5-nitro-8-carboxamidoquinoline compound. By selecting low-cost and nontoxic or low-toxic nitrate as a nitrating agent and a catalyst without the need of using corrosive strong acids such as nitric acid and sulfuric acid as a nitrating agent and a catalyst, the synthesis process is economic, efficient, green and environment-friendly. The invention provides a novel green and environment-friendly method for synthesis of the 5-nitro-8-carboxamidoquinoline compound.

A First Example of Cobalt-Catalyzed Remote C H Functionalization of 8-Aminoquinolines Operating through a Single Electron Transfer Mechanism

The development of new C H functionalization protocols based on inexpensive cobalt catalysts is currently attracting significant interest. Functionalized 8-aminoquinoline compounds are high-potential building blocks in organic chemistry and pharmaceutical compounds and new facile routes for their preparation would be highly valuable. Recently, copper has been applied as catalyst for the functionalization of 8-aminoquinoline compounds and found to operate through a single electron transfer (SET) mechanism, although requiring elevated reaction temperatures. Herein, we described the first example of a cobalt-catalyzed remote C H functionalization of 8-aminoquinoline compounds operating through a SET mechanism, exemplified using a practical and mild nitration protocol. The reaction uses inexpensive cobalt nitrate hexahydrate [Co(NO3)2?6 H2O] as catalyst and tert-butyl nitrite (TBN) as nitro source. This methodology offers the basis for the facile preparation of many new functionalized 8-aminoquinoline derivatives. (Figure presented.).

Copper-catalyzed rapid C-H nitration of 8-aminoquinolines by using sodium nitrite as the nitro source under mild conditions

A mild, rapid and efficient method for copper-catalyzed nitration of quinolines at the C5 or C7 position was reported firstly by using sodium nitrite as the nitro source. A series of nitrated quinoline derivatives were achieved in moderate to good yields

Regio- and Chemoselective Mono- and Bisnitration of 8-Amino quinoline Amides with Fe(NO3)3·9H2O as Promoter and Nitro Source

An efficient and regioselective remote C(5)-H nitration of 8-aminoquinoline amides by using the economical and nontoxic Fe(NO3)3·9H2O as promoter and nitro source has been developed. Furthermore, when CuCl2·2H2O was used as a catalyst, 8-aminoquinoline amides dominantly underwent bisnitration to give 5,7-dinitro-8-aminoquinoline amides. Notably, this is the first example in which Fe(NO3)3·9H2O plays a dual role as both chelating promoter and nitration reagent, and CuCl2·2H2O acts as an efficient catalyst for the bisnitration of quinolines.