16714-19-5

Upstream product

• 99-52-5 2-methyl-4-nitro-benzenamine 
• 99-53-6 2-methyl-4-nitrophenol 

Downstream Products

• 104503-86-8 6-methyl-2,4-dinitroazidobenzene 
• 95-70-5 2-methyl-p-phenylenediamine 
• 99-52-5 2-methyl-4-nitro-benzenamine 
• 1096923-33-9 5-methyl-1-(2-methyl-4-nitrophenyl)-1H-1,2,3-triazole-4-carboxylic acid 
• 160728-94-9 C₇H₅BrN₄O₂ 
• 1325205-37-5 5-[1-(2-methyl-4-nitrophenyl)-1H-1,2,3-triazol-4-yl]-2,2,6-trimethyl-4H-1,3-dioxin-4-one 
• 1373735-65-9 1-(2-methyl-4-nitrophenyl)-4-phenyl-1,2,3-triazole 
• 1373735-66-0 dimethyl 1-(2-methyl 4-nitrophenyl)-1H-1,2,3-triazole-4,5-dicarboxylate 

Relevant academic research and scientific papers

Combinatorial synthesis of new fluorescent scaffolds using click chemistry

Azides and acetylenes are bio-orthogonal functional groups that can be readily coupled using copper(I)- or ruthenium(II)- catalyzed 1,3-dipolar cycloaddition reactions. Using non-fluorescent aromatic azides and aromatic acetylenes, covering a range of electron rich and poor building blocks, the Huisgen cycloaddition afford 1,4-disubstituted or 1,5-disubstituted 1,2,3-triazoles. Using a combinatorial approach by running reaction in parallel in polypropylene 96-well plates we discovered several new fluorescent 1,2,3-triazoles scaffolds. These compounds show diverse interactions with biomolecules that could find applications in biology in, for example, fluorescence microscopy or biomolecule quantification.

SNAr azidation of phenolic functions utilizing diphenyl phosphorazidate

A useful method for the synthesis of aryl azides via SNAr reaction of phenol derivatives using diphenyl phosphorazidate (DPPA) as an azidation reagent was developed. Various phenol derivatives bearing electron-withdrawing groups were converted into the corresponding aryl azides in a single step. This method is easy to perform and enables the preparation of aryl azides without the use of explosive azide sources.

Synthesis and antitumor activity of α,β-unsaturated carbonyl moiety- containing oleanolic acid derivatives targeting PI3K/AKT/mTOR signaling pathway

Oleanolic acid (OA) and its semi-synthetic derivatives have been reported to have a wide range of biological activities. The introduction of electrophilic Michael acceptor group can increase the reactivity of OA to cellular targets and thus improve the an

N-butyllithium-mediated reactions of 1-(2-azidoarylmethyl)-1H- benzotriazoles with alkyl halides

(Chemical Equation Presented) Treatment of 1-(2-azidoarylmethyl)-1H- benzotriazoles (6) with n-BuLi (2.5 equiv.) in THF at -78°C, followed by an addition of alkyl halides such as allyl, benzyl, and ethyl bromides with stirring for 2 h at room temperature afforded 2-(dialkylamino)-3-(benzotriazol- 1-yl)-2H-indazoles (8), 3-(benzotriazol-1-yl)-2H-indazoles (9), 2-[(benzotriazol-1-yl)methyl]arylamine (10), and 2-[(benzotriazol-1-yl)(alkyl) methyl]arylamine (11).

Synthesis of 2,1-benzisoxazoles by nucleophilic substitution of hydrogen in nitroarenes activated by the azole ring

Reaction of 1-nitro-4-(1,2,3-triazolyl/tetrazolyl)benzenes with arylacetonitriles in an alcoholic medium in the presence of excess alkali gives novel 2,1-benzisoxazoles. These findings indicate a high reactivity of nitroarenes activated by the azole ring due to their electron-deficient character. Moreover, it was found that annulation of the isoxazole ring occurred regioselectively in disubstituted nitroarenes. In the case of 1-(4-nitrophenyl)-1H-tetrazole, the tetrazole ring cleaved faster than the sH-adduct was formed. Georg Thieme Verlag Stuttgart.

An easy access to aryl azides from aryl amines under neutral conditions

A variety of substituted aryl amines were transformed into aryl azides using t-BuONO and moist NaN3 in t-BuOH in good to excellent yields. Smooth transformation was observed with anilines, having electron withdrawing and donating groups. Both acid- and base-sensitive groups survived the reaction conditions. Georg Thieme Verlag Stuttgart.