15873-51-5

Usage

Uses

Used in Organic Chemistry:
4-Nitroaniline hydrochloride is used as a reagent in organic chemistry for its ability to participate in various chemical reactions, facilitating the synthesis of a range of compounds.
Used in Dye Production:
In the dye industry, 4-Nitroaniline hydrochloride is used as a precursor for the production of dyes, contributing to the coloration and properties of the final products.
Used in Pharmaceutical Manufacturing:
4-Nitroaniline hydrochloride is used as an intermediate in the synthesis of pharmaceuticals, playing a crucial role in the development of new drugs and medications.
Used in Agrochemicals:
4-NITROANILINE HYDROCHLORIDE is also utilized in the agrochemical sector, where it serves as a building block for the creation of various agrochemical products, enhancing crop protection and yield.
Safety and Handling:
Due to its toxic nature and potential to cause irritation to the skin, eyes, and respiratory system, 4-Nitroaniline hydrochloride must be handled with care. It should be stored in a cool, dry place, away from sources of ignition to prevent any hazardous incidents.

InChI:InChI=1/C6H6N2O2.ClH/c7-5-1-3-6(4-2-5)8(9)10;/h1-4H,7H2;1H

Upstream product

• 100-01-6 4-nitro-aniline 
• 100-25-4 para-dinitrobenzene 
• 16135-31-2 p-nitroformanilide 
• 1516-60-5 4-nitrophenyl azide 
• 17329-87-2 2-chloro-N-(4-nitro-phenyl)-acetamide 
• 104-04-1 N-(4-Nitrophenyl)acetamide 
• 74234-60-9 (2-Methoxy-6-{[(E)-4-nitro-phenylimino]-methyl}-8,9-dihydro-7H-benzocyclohepten-5-yl)-(4-nitro-phenyl)-amine; hydrochloride 
• 734-25-8 N-(4-nitrophenyl)-4-methylbenzenesulfonamide 
• 142-04-1 aniline hydrochloride 

Downstream Products

• 7404-20-8 6-methoxy-3,4-dihydro-2H-quinoline-1-carbonimidic acid-(4-nitro-anilide) 
• 40824-92-8 2-nitro-3-(4-nitro-anilino)-acrylaldehyde 
• 6277-59-4 (4-acetylamino-phenyl)-(4-nitro-phenyl)-arsinic acid 
• 2537-98-6 3-(4-nitro-anilino)-crotonic acid-(4-nitro-anilide) 
• 23993-79-5 N,N-bis-(2-cyano-ethyl)-N'-(4-nitro-phenyl)-urea 
• 39652-38-5 4-Nitrophenyliminobisdichlorphosphin 
• 4323-50-6 p-Nitrophenylbiguanide 
• 13631-84-0 (4-nitro-phenylhydrazono)-malonic acid diethyl ester 
• 7147-77-5 5-(4-nitrophenyl)-2-furaldehyde 
• 79344-67-5 6-(4-nitrophenylamino)-1H-pyrimidine-2,4-dione 
• 77200-68-1 C₂₂H₁₉N₅O₅ 
• 86966-60-1 3-methyl-1,2,3,4-tetrahydropyrimido<1,2-a>indole-10-(p-nitrophenyl)methylenimine 
• 119508-54-2 3-(4-Nitro-phenyl)-4-(phenoxathiin-2-yl)-thiazolin-2-imin-hydrochlorid 
• 59243-28-6 1,2-Dichlor-cyclopenten-(1)-trion-(3,4,5)-<4-nitro-phenylhydrazon)-(4)> 

Relevant academic research and scientific papers

Synthesis and evaluation of some benzothiazole derivatives as antidiabetic agents

Objective: The objective of the present research investigation involves synthesis and biological evaluation of antidiabetic activity of benzothiazole derivatives. Methods: A novel series of benzothiazole derivatives 7(a-l) were synthesised and synthesised compounds were characterised for different physical and chemical properties like molecular formula, molecular weight, melting point, percentage yield, Rf value, IR,1HNMR,13CNMR and mass spectroscopy. The newly synthesised benzothiazole derivatives were subsequently assayed in vivo to investigate their hypoglycemic activity by the alloxan-induced diabetic model in rats. Results: All the synthesised derivatives showed significant biological efficacy. The compound 7d at 350 mg/kg exerted maximum glucose lowering effects whereas 7c showed minimum glucose lowering effects. All the compounds were effective, and experimental results were statistically significant at p0.01 and p0.05 level. Conclusion: From the results, it is clear that compound 7d demonstrated potent anti-diabetic activity and would be of better use in drug development to combat the metabolic disorder in future.

Efficient and simple synthesis of novel 1,2,3-triazolyl-linked benzimidazolone, molecular docking and evaluation of their antimicrobial activity

In this study, a novel series of 1,2,3-triazolyl-benzimidazolone derivatives have been synthesized by click reaction of azides with benzimidazolones 2a–b. The latter compounds were prepared with excellent yields (85–97%), the structures of products were determined by spectral analysis. Then, the X-rays crystallographic analysis of compound 7a revealed the self-assembling properties. The new heterocycles were evaluated for their in?vitro antimicrobial activities against Gram-positive and Gram-negative bacteria and against fungi strains. The most tested synthesized compounds showed potent antibacterial and antifungal activities against all tested strains. The compound 6c was found to be the most active, particularly, against Aspergillus niger and Penicillium sp. with the same MIC and MBC of 0.0625 mg/mL. Furthermore, in silico molecular docking studies stipulated a sign of a good correlation between experimental activity and calculated binding affinity. According to the docking results, compound 6d showed minimum binding energy and can be considered as a good antimicrobial agent.

Cyclometalated Ruthenium(II) NHC Complexes with Imidazo[1,5-a]pyridine-Based (C^C*) Ligands – Synthesis and Characterization

We present the synthesis and characterization of cyclometalated ruthenium(II) NHC complexes with phenyl-substituted imidazo[1,5-a]pyridine C^C* ligands. The corresponding p-cymene complexes can be reacted with bipyridine to form bisheteroleptic ruthenium(II) dyes. The compounds have been characterized by one- and two-dimensional 1H/13C NMR spectroscopy, elemental analysis, cyclic voltammetry, infrared spectroscopy, as well as solid-state structure (X-ray) analysis.

Reversible capture and release of aromatic amines by vicinal tricarbonyl compound

In this paper, we report reversible capture and release of aromatic amines by diphenylpropanetrione (DPPT). Addition of aromatic amines to the central carbonyl group occurred readily at ambient temperature to provide the aromatic amine adducts of DPPT (DPPT-aromatic amines), which has a hemiaminal structure. On the other hand, washing a solution of DPPT-aromatic amine with diluted hydrochloric acid (HCl) enabled successful recovery of DPPT to demonstrate the reversible nature of this system.

The ortho effect on the acidic and alkaline hydrolysis of substituted formanilides

The kinetics of formanilides hydrolysis were determined under first-order conditions in hydrochloric acid (0.01-8 M, 20-60°C) and in hydroxide solutions (0.01-3 M, 25 and 40°C). Under acidic conditions, second-order specific acid catalytic constants were used to construct Hammett plots. The ortho effect was analyzed using the Fujita-Nishioka method. In alkaline solutions, hydrolysis displayed both first- and second-order dependence in the hydroxide concentration. The specific base catalytic constants were used to construct Hammett plots. Ortho effects were evaluated for the first-order dependence on the hydroxide concentration. Formanilide hydrolyzes in acidic solutions by specific acid catalysis, and the kinetic study results were consistent with the AAC2 mechanism. Ortho substitution led to a decrease in the rates of reaction due to steric inhibition of resonance, retardation due to steric bulk, and through space interactions. The primary hydrolytic pathway in alkaline solutions was consistent with a modified BAC2 mechanism. The Hammett plots for hydrolysis of meta- and para-substituted formanilides in 0.10 M sodium hydroxide solutions did not show substituent effects; however, ortho substitution led to a decrease in rate constants proportional to the steric bulk of the substituent.

A facile and efficient method for the selective deacylation of N-arylacetamides and 2-chloro-Narylacetamides catalyzed by SOCl2

Thionyl chloride efficiently and selectively promoted the deacylation of N-arylacetamides and 2-chloro-N-arylacetamides, under anhydrous conditions, without effecting the ester group, aminosulfonyl group, or benzyloxyamide group. This method, which has been successfully applied to a variety of substrates including different N-arylacetamides and 2-chloro-N-arylacetamides, has the attractive advantages of inexpensive reagents, satisfactory selectivity, excellent yields, short reaction time, and convenient workup. This new method can probably be used to selectively deacylate between aromatic amides and alkyl amides. Springer Science+Business Media B.V. 2011.

Alternative method for the reduction of aromatic nitro to amine using TMDS-iron catalyst system

The system 1,1,3,3-tetramethyldisiloxane (TMDS)/Fe(acac)3 is reported here as a new method to obtain amines from aromatic nitro compounds. Amines are synthetized in a straightforward step and are isolated as hydrochloride salts with good to excellent yields. This system has shown a good selectivity toward aryl-chloride, aryl-bromide, ester, carboxylic acid, and cyano groups. The reduction of alkylnitro compounds was unfortunately not possible using this method, only a mixture of mono and dialkylated amine was obtained.

Studies with azinylacetonitriles: 2-Pyridylacetonitrile as a precursor to functionally substituted pyridines

2-Pyridylacetonitrile (1) couples with aromatic diazonium salts to yield arylhydrazones 2a-c, that were shown to exist in the syn-form 2 rather than the anti-form 4. Compounds 2a,c reacted with hydroxylamine in refluxing DMF to yield the interesting 1,2,3-triazolylpyridines 6. Attempts to cyclize 2 to give the corresponding fused pyrazolopyridines 9 failed. On the other hand, compound 1 condensed with dimethylformamide dimethyl acetal to yield enaminonitrile 10 that could be converted into pyrazolylpyridine 11.

Highly chemo- and regioselective reduction of aromatic nitro compounds using the system silane/oxo-rhenium complexes

(Chemical Equation Presented) The reduction of aromatic nitro compounds to the corresponding amines with silanes catalyzed by high valent oxo-rhenium complexes is reported. The catalytic systems PhMe2SiH/ReIO 2(PPh3)2 (5 mol %) and PhMe2SiH/ ReOCl3(PPh3)2 (5 mol %) reduced efficiently a series of aromatic nitro compounds in the presence of a wide range of functional groups such as ester, halo, amide, sulfone, lactone, and benzyl. This methodology also allowed the regioselective reduction of dinitrobenzenes to the corresponding nitroanilines and the reduction of an aromatic nitro group in presence of an aliphatic nitro group. 2009 American Chemical Society.

Synthesis and properties of 2-(2-furyl)benzothiazole

The electrophilic reactions (nitration, bromination, hydroxymethylation, formylation, acylation) and radical substitution reactions (nitration, arylation) of 2-(2-furyl)benzothiazole have been studied. It was found that all of the reactions occur at position 5 of the furan ring. Only nitration in PPA gave the 5′,6-dinitro derivative. Quantum-chemical calculation data for the electron density distribution in the neutral and protonated 2-(2-furyl)benzothiazole molecules are given.