84531-35-1

Usage

Uses

Used in Scientific Research:
3-nitro-5,6,7,8-tetrahydroquinoline is utilized as a research compound for various scientific studies, particularly in the fields of organic chemistry and medicinal chemistry. Its unique structure and properties make it a valuable tool for understanding chemical reactions and exploring potential applications.
Used in Chemical Synthesis:
3-nitro-5,6,7,8-tetrahydroquinoline serves as a key intermediate in the synthesis of various complex organic molecules and pharmaceutical compounds. Its presence in the molecular structure can influence the reactivity, stability, and biological activity of the final product, making it an essential component in the development of new drugs and materials.
Used in Pharmaceutical Development:
3-nitro-5,6,7,8-tetrahydroquinoline is employed as a building block in the design and synthesis of novel pharmaceutical agents. Its incorporation into drug molecules can potentially enhance their therapeutic effects, selectivity, and pharmacokinetic properties, contributing to the discovery of new treatments for various diseases and conditions.
Used in Material Science:
3-nitro-5,6,7,8-tetrahydroquinoline can be utilized in the development of advanced materials with specific properties, such as conductivity, magnetism, or luminescence. Its integration into the molecular structure of these materials can lead to the creation of innovative technologies and applications in various industries.

Upstream product

• 1125-99-1 1-(1-Cyclohexen-1-yl)pyrrolidine 
• 14080-32-1 5-nitropyrimidine 
• 670-80-4 4-cyclohexen-1-ylmorpholine 
• 14150-94-8 3,5-dinitro-1-methyl-2-pyridone 
• 108-94-1 cyclohexanone 
• 17758-39-3 1-methyl-5-nitropyrimidin-2(1H)-one 

Downstream Products

• 151224-99-6 3-Amino-5,6,7,8-tetrahydroquinoline 
• 151224-98-5 3,4-diamino-5,6,7,8-tetrahydroquinoline 

Relevant academic research and scientific papers

Synthesis, Characterization, and Rapid Cycloadditions of 5-Nitro-1,2,3-triazine

The synthesis, characterization, and a study of the cycloaddition reactions of 5-nitro-1,2,3-triazine (3) are reported. The electron-deficient nature of 3 permits rapid cycloaddition with a variety of electron-rich dienophiles, including amidines, enamines, enol ethers, ynamines, and ketene acetals in high to moderate yields. 1H NMR studies of a representative cycloaddition reaction between 3 and an amidine revealed a remarkable reaction rate and efficiency (1 mM, 3CN, 23 °C, >95%).

An efficient synthesis of nitrated cycloalka[ b ]pyridines

The three-component ring transformation of 1-methyl-3,5-dinitro-2-pyridone with cycloalkanones of different ring sizes in the presence of ammonium acetate affords the corresponding nitrated cycloalka[b]pyridines in high yields. Furthermore, a double bond can be easily introduced into the product by changing the cycloalkanone into a cycloalkenone. Georg Thieme Verlag Stuttgart. New York.

Nitropyrimidinones; synthetic equivalents of diformylamine and nitromalonaldehyde

Reactions of two isomeric nitropyrimidinones with bidentate enolate anions were studied. When 3-methyl-5-nitropyrimidin-4(3H)-one (1) was employed, ring transformation proceeded to give pyridin-4(1H)-ones 3 functionalized at the 3- or 5-positions. This pyrimidin-4-one 1 behaved as an activated diformylamine HN(CHO)2. 1-Methyl-5-nitropyrimidin-2(1H)-one (2) afforded polyfunctionalized bicyclo[3.3.1]nonene derivatives 7 and 8 and/or p-nitrophenol derivatives 9. In this case, pyrimidin-2-one 2 acted as the synthetic equivalent of unstable O2NCH(CHO)2. These two nitropyrimidinones are valuable intermediates for the synthesis of polyfunctionalized compounds.

INVERSE ELECTRON DEMAND DIELS-ALDER REACTIONS OF 5-NITROPYRIMIDINE WITH ENAMINES. SYNTHESIS OF 3-NITROPYRIDINE DERIVATIVES

The reaction of cyclic and non-cyclic enamines with 5-nitropyrimidine has been studied.Many enamines react in an inverse electron-demand Diels-Alder reaction, leading to the formation of 3-nitropyridines.N,S-ketene acetals were also found to react with 5-nitropyrimidines.The mechanism of the reaction will be discussed.

RING TRANSFORMATIONS OF 5-NITROPYRIMIDINE VIA INVERSE DIELS-ALDER REACTIONS

5-Nitropyrimidine undergoes inverse Diels-Alder cycloadditions with ketene-N,N-, -O,O- acetals and enamines resulting in pyridine derivatives.The 1H NMR evidence for the 1-N,N-diethylaminopropyne cycloadduct formation is presented.