17064-82-3

Basic information

• Product Name: N-(2-Nitrobenzylidene)-P-toluidine
• Synonyms: N-(2-Nitrobenzylidene)-P-toluidine
• CAS NO: 17064-82-3
• Molecular Formula: C₁₄H₁₂N₂O₂
• Molecular Weight: 240.25728
• Mol File: 17064-82-3.mol

Chemical Properties

• Melting Point: 75 °C
• Boiling Point: 55 °C(Press: 0.1 Torr)
• Appearance: /
• Density: 1.14±0.1 g/cm3(Predicted)
• PKA: 2.88±0.50(Predicted)
• CAS DataBase Reference: N-(2-Nitrobenzylidene)-P-toluidine(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-Nitrobenzylidene)-P-toluidine(17064-82-3)
• EPA Substance Registry System: N-(2-Nitrobenzylidene)-P-toluidine(17064-82-3)

Safety Data

• Hazardous Substances Data: 17064-82-3(Hazardous Substances Data)

Upstream product

• 64-17-5 ethanol 
• 106-49-0 p-toluidine 
• 552-89-6 2-nitro-benzaldehyde 

Downstream Products

• 109772-95-4 3-cyano-2-(p-tolyl)-2H-indazole 1-oxide 
• 55857-35-7 (E)-N-(2-aminobenzylidene)-4-methylaniline 
• 3682-73-3 2-(4-methylphenyl)-2H-indazole 
• 56156-72-0 2-p-tolyl-2H-indazole-3-carbonitrile 
• 56156-67-3 3-methoxy-4-p-toluidinocinnoline 1-oxide 
• 109772-88-5 2-(2-nitrophenyl)-2-(4-tolylamino)acetonitrile 
• 1204524-90-2 C₃₀H₂₆N₄O₂ 
• 854602-03-2 N-(2-nitrobenzyl)-4-methylaniline 
• 857002-47-2 N-(2-aminobenzyl)-4-methylaniline 
• 1373545-32-4 N-[2-(4,4-dimethyl-6-trifluoromethyl-1,2,3,4-tetrahydro-quinolin-2-yl)-phenyl]-methanesulfonamide 
• 1373546-87-2 2-(4,4,6-trimethyl-1,2,3,4-tetrahydroquinolin-2-yl)aniline 
• 1373545-42-6 N-[2-(4,4,6-Trimethyl-1,2,3,4-tetrahydro-quinolin-2-yl)-phenyl]-methanesulfonamide 
• 1373545-40-4 3-Fluoro-N-[2-(4,4,6-trimethyl-1,2,3,4-tetrahydro-quinolin-2-yl)-phenyl]-benzenesulfonamide 
• 1373545-38-0 N-[2-(4,4,6-Trimethyl-1,2,3,4-tetrahydro-quinolin-2-yl)-phenyl]-benzene sulfonamide 

Relevant articles and documents

Supramolecular Assembly Interceded by C-H···O Hydrogen Bonds and Nitro···π(arene) Interactions of Antibacterial 4-Methyl-(2-nitro benzylidene)aniline using DFT and its Spectral Studies

4-Methyl-(2-nitrobenzylidene)aniline (MNBA) was grown and its structural as well as spectral analyses (FT-IR, FT-Raman, UV and NMR) using experimental and DFT computations were performed to understand its biological applications. Stability of molecule, ch

New yellow-emitting iridium(III) complexes containing 2-phenyl-2H-indazole-based ligands for high efficient OLEDs with EQE over 25%

Six new pidz-based bis-cyclometalated Ir(III) complexes (Ir1-Ir6) have been synthesized and characterized. These complexes contain 2-phenyl-2H-indazole (pidz, 2a), 2-(4-fluorophenyl)–2H-indazole (fpidz, 2b), 2-(p-tolyl)–2H-indazole (ch3pidz, 2c), 2-(4-(trifluoromethyl)phenyl)–2H-indazole (cf3pidz, 2d), 2-(2,4-difluorophenyl)–2H-indazole (2,4-f2pidz, 2e) and 2-(3,5-difluorophenyl)–2H-indazole (3,5-f2pidz, 2f) as cyclometalated (C∧N) ligands, and acetylacetone (acacH) as ancillary ligand. The crystal structure of Ir2 has been determined by X-ray analysis. Different substituents of C∧N ligand in Ir2-Ir6 induce either a bathochromic or hypsochromic shift in the absorption spectra relative to the parent complex Ir1. The phenomenon is further well explained by DFT calculation and electrochemical study. All of the iridium(III) complexes are yellow emissive with quantum yields of 13.1–32.3% and lifetimes of 1.32–1.77 μs in solution at room temperature. We demonstrate that their emission originates from a hybrid 3MLCT/3ILCT/3LLCT excited state on the basis of the experimental and theoretical investigation. The corresponding yellow-emitting devices based on complexes Ir1, Ir2 and Ir4 can produce efficient electrophosphorescence with a luminance efficiency of 35.1–52.2 cd·A-1, a power efficiency of 20.8–32.1 lm·W?1 and an external quantum efficiency of up to 25.6%. All these EL data definitely suggest the bulky –CF3 skeleton in the doped materials could benefit the fabrication of high-efficiency phosphorescent OLEDs.

Facile synthesis of 4-substituted 1,2,4,5-tetrahydro-1,4-benzodiazepin-3-ones by reductive cyclization of 2-chloro-N-(2-nitrobenzyl)acetamides

A facile and efficient method was developed for the synthesis of 1,2,4,5-tetrahydro-1,4-benzodiazepine-3-ones from 2-chloro-N-(2-nitrobenzyl)acetamides through a reductive cyclization using iron-ammonium chloride in ethanol–water in good yields. This method provides a simple approach to these benzodiazepine-3-ones which are of high value in the field of medicinal chemistry research.

Integration of Bromine and Cyanogen Bromide Generators for the Continuous-Flow Synthesis of Cyclic Guanidines

A continuous-flow process for the in situ on-demand generation of cyanogen bromide (BrCN) from bromine and potassium cyanide that makes use of membrane-separation technology is described. In order to circumvent the handling, storage, and transportation of elemental bromine, a continuous bromine generator using bromate–bromide synproportionation can optionally be attached upstream. Monitoring and quantification of BrCN generation was enabled through the implementation of in-line FTIR technology. With the Br2 and BrCN generators connected in series, 0.2 mmol BrCN per minute was produced, which corresponds to a 0.8 m solution of BrCN in dichloromethane. The modular Br2/BrCN generator was employed for the synthesis of a diverse set of biologically relevant five- and six-membered cyclic amidines and guanidines. The set-up can either be operated in a fully integrated continuous format or, where reactive crystallization is beneficial, in semi-batch mode.

A Facile One-Step Synthesis of 2-Arylindazoles via Reductive Cyclization of N-(2-nitroarylidene)amines

A mild and efficient synthesis of 2-arylindazole derivatives via the reductive cyclization of nitro-aryl substrates mediated by a low-valent titanium reagent (TiCl4/Sm/Et3N) has been developed. The attractive features of the current method include an N-N bond formation and the selective reduction of the =C-N bond and nitro group, both of which were easily achieved in one-pot by controlling the pH of the reaction mixture.

NOVEL TETRAHYDROQUINOLINE DERIVATIVES

The present invention relates to compounds according to formula (I) and pharmaceutically acceptable salts or esters thereof, wherein R1 to R7 have the significance given herein. The compounds are activators of AMP-activated protein kinase (AMPK) and are useful in the treatment or prophylaxis of diseases that are related to AMPK regulation, such as obesity, dyslipidemia, hyperglycemia, type 1 or type 2 diabetes and cancers.

TETRAHYDROQUINOLINE DERIVATIVES USED AS AMPK ACTIVATORS

A compound of formula (I), or a pharmaceutically acceptable salt or ester thereof, wherein R1 to R7 have the significance given in claim 1, can be used as a medicament.

Generation of azomethine imine and metal-free formal 1,3-dipolar cycloaddition of imine with PhIO: Reaction, scope, and synthesis

Generation of azomethine imine and its scope in regioselective 1,3-dipolar cycloaddition (DC) of imine with PhIO toward highly substituted Δ2-1,2,4-triazoline, 1,2,4-triazole, and their fused, chiral, and sugar-based analogues are demonstrated. The Royal Society of Chemistry.

Oriented synthesis and in vitro anticancer activity of biquinazoline-2,2'- diones

The synthesis of a series of biquinazoline-2,2'-diones starting from o-nitrobenzaldehydes, anilines, and triphosgene is presented. This general approach features a novel and easy way for access to the target products. The mechanistic course of the reaction suggests the involvement of reduction, coupling, and cyclization by one-pot. These compounds were also investigated in vitro for anticancer activity, and some were found to have good anticancer activity.

Preparation of axially chiral quinolinium salts related to NAD+ models: New investigations of these biomimetic models as 'chiral amide-transferring agents'

The general purpose of this work is to investigate the potential of biomimetic NAD+ models as 'nucleophile-transferring agents' with the ultimate motivation to develop new synthetic tools. This first report focuses on the preparation of an axially chiral quinolinium salt 8. A preliminary investigation of these NAD+ analogues as 'chiral amide-transferring agents' is reported herein. The synthesis of the desired quinolinium salt 8 was first attempted via a Friedlaender approach. Given the poor reproducibility of this first synthetic route, a second strategy making use of an intramolecular nickel-catalyzed coupling was developed with success, furnishing the quinolinium salt 8 in 12% overall yield. The potential of the quinolinium salt 8 as a 'chiral amide-transferring agent' was then investigated. Regioselective 1,4-addition of benzylamine and piperidine produced, respectively, adducts 18a and 18b with high diastereoselectivity (de >95%). The resulting 'chiral masked-amide' 18b was reacted with various activated aryl esters affording the corresponding atropisomeric amide 20 with modest atropenantioselectivity (ee = 2-20%).