140-50-1

Usage

Uses

Used in Hair Dye Industry:
N,N'-Diacetyl-1,4-phenylenediamine is used as a colorant in hair dyes for its ability to react with hydrogen peroxide, resulting in the formation of larger, darker molecules that adhere to the hair shaft. This reaction is crucial for achieving the desired color and enhancing the longevity of the hair dye.
Used in Permanent Hair Dye Production:
In the production of permanent hair dyes, N,N'-Diacetyl-1,4-phenylenediamine is used to create lasting color by penetrating the hair shaft and bonding with the natural pigments. Its ability to form covalent bonds with hair proteins ensures that the color remains vibrant and resistant to washing.

Upstream product

• 1009-61-6 1,4-Diacetylbenzene 
• 100-25-4 para-dinitrobenzene 
• 108-24-7 acetic anhydride 
• 16245-77-5 p-phenylenediammonium sulfate 
• 106-50-3 1,4-phenylenediamine 
• 64-19-7 acetic acid 
• 122-80-5 N-acetyl-p-phenylenediamine 
• 1212-62-0 1,4-bis-NN-(dimethylaminomethyleneamino)benzene 
• 13483-16-4 2,4,6-triacetyloxy-1,3,5-triazine 
• 56072-03-8 1-(4-aminophenyl)ethanone oxime 
• 105-53-3 diethyl malonate 
• 100-01-6 4-nitro-aniline 
• 104-04-1 N-(4-Nitrophenyl)acetamide 
• 141-78-6 ethyl acetate 

Downstream Products

• 342412-89-9 N,N'-cyclohexa-2,5-diene-1,4-diylidene-bis-acetamide 
• 10374-64-8 N,N'-p-phenylene-bis-thioacetamide 
• 7756-00-5 N,N'-diacetyl-2,3-dinitro-1,4-phenylenediamine 
• 854780-20-4 N,N'-dichloro-N,N'-p-phenylene-bis-acetamide 
• 46893-09-8 N,N'-dinitroso-N,N'-p-phenylene-bis-acetamide 
• 5345-53-9 nitro-p-phenylenediamine N¹,N⁴-diacetate 
• 1212-62-0 1,4-bis-NN-(dimethylaminomethyleneamino)benzene 
• 189194-00-1 {Acetyl-[4-(acetyl-ethoxycarbonylmethyl-amino)-phenyl]-amino}-acetic acid ethyl ester 
• 314751-38-7 N,N'-diacetyl-2,5-dichloro-1,4-phenylenediamine 
• 511530-08-8 N-[2-(phthalimidomethyl)-1,4-diacetyl]phenylenediamine 
• 50610-32-7 N,N'-(chloro-p-phenylene)-bis-acetamide 
• 93656-09-8 3-phenyl-[4,7]phenanthroline 
• 101936-20-3 3-p-tolyl-4,7-phenanthroline 
• 102079-39-0 N,N-dimethyl-4-[4,7]phenanthrolin-3-yl-aniline 

Relevant academic research and scientific papers

Synthesis and Initiation Capabilities of Energetic Diazodinitrophenols

The diazophenols 3-amino-6-diazo-2, 4-dinitrophenol (4) and 3-chloro-6-diazo-2, 5-dinitrophenol (8) were synthesized and comprehensively characterized. The regio-selectivity of nitration reactions with N,N′-(1,4-phenylene)dimethanesulfonamide (1) and N,N′-(1,4-phenylene)diacetamide (6) was investigated in detail. The purity of the products was confirmed via low temperature X-ray diffraction, multinuclear NMR spectroscopy, and elemental analysis. Moreover, the capability of 4 and 8 to initiate RDX (1,3,5-trinitro-1,3,5-triazinane) was tested, together with the two other recently presented diazophenols 4-diazo-2, 6-dinitrophenol (iso-DDNP) and 3-hydroxy-DDNP (HODDNP). The tests revealed superior properties of HODDNP compared to DDNP and the other tested diazophenols regarding its ability to initiate RDX.

Iterative double cyclization reaction by SRN1 mechanism. A theoretical interpretation of the regiochemical outcome of diazaheterocycles

In this report, we present a synthetic and mechanistic study of novel iterative double cyclization intramolecular SRN1 reactions from diamides bearing two aryl iodide moieties. This cyclization affords aromatic diazaheterocyclic compounds in good yields. Two synthetic strategies were employed for their preparation: intramolecular SRN1 and Homolytic Aromatic Substitution. The mechanism is non-trivial and we propose that radicals are intermediates. The regiochemistry was studied using computational calculations, employing the DFT method and the B3LYP functional. It was found that the distribution of products depends on the cyclization activation energies, proportion of neutral conformers, and the type of the electron transfer reaction.

Chemoselective reduction of nitroarenes, N-acetylation of arylamines, and one-pot reductive acetylation of nitroarenes using carbon-supported palladium catalytic system in water

Developing and/or modifying fundamental chemical reactions using chemical industry-favorite heterogeneous recoverable catalytic systems in the water solvent is very important. In this paper, we developed convenient, green, and efficient approaches for the chemoselective reduction of nitroarenes, N-acetylation of arylamines, and one-pot reductive acetylation of nitroarenes in the presence of the recoverable heterogeneous carbon-supported palladium (Pd/C) catalytic system in water. The utilize of the simple, effective, and recoverable catalyst and also using of water as an entirely green solvent along with relatively short reaction times and good-to-excellent yields of the desired products are some of the noticeable features of the presented synthetic protocols. Graphic abstract: [Figure not available: see fulltext.].

Compound containing phenanthridine fragment and synthesis method of compound

The invention discloses a compound containing a phenanthridine fragment and a synthesis method of the compound, and belongs to the technical field of heterocyclic compounds. The chemical structure of the compound containing the phenanthridine fragment is shown as a general formula I, and R1, R2 and R3 are all selected from hydrogen. The invention provides a novel phenanthridine compound, the synthetic method is high in yield, separation is simple and easy to operate, and the phenanthridine compound has potential application value in the fields of materials and medicines.

Tin(ii) chloride dihydrate/choline chloride deep eutectic solvent: Redox properties in the fast synthesis of: N -arylacetamides and indolo(pyrrolo)[1,2- a] quinoxalines

In this contribution a physicochemical, IR and Raman characterization for the tin(ii) chloride dihydrate/choline chloride eutectic mixture is reported. The redox properties of this solvent were also studied by cyclic voltammetry finding that it can be successfully used as an electrochemical solvent for electrosynthesis and electroanalytical processes and does not require negative potentials as verified by the reduction of nitrobenzene. The potential use of this eutectic mixture as a redox solvent was further explored in obtaining aromatic amines and N-arylacetamides starting from a wide variety of nitroaromatic compounds. In addition, a fast synthetic strategy for the construction of a series of indolo(pyrrolo)[1,2-a]quinoxalines was developed by reacting 1-(2-nitrophenyl)-1H-indole(pyrrole) with aldehydes. This simple protocol offers a straightforward method for the construction of the target quinoxalines in short reaction times and high yields where the key step involves a tandem one-pot reductive cyclization-oxidation.

The immobilized copper species on nickel ferrite (NiFe2O4@Cu): a magnetically reusable nanocatalyst for one-pot and quick reductive acetylation of nitroarenes to N-arylacetamides

In this study, a green protocol for synthesis of N-arylacetamides was introduced. Magnetically, nanoparticles of the immobilized copper species on nickel ferrite, NiFe2O4@Cu, were synthesized and then characterized using SEM, EDX, XRD, VSM, ICP-OES, BET and XPS analyses. The XPS analysis approved that the immobilized copper species on NiFe2O4 only contain Cu(0) and its oxide form as CuO. The prepared nanocomposite system represented a perfect catalytic activity toward one-pot and quick reductive acetylation of various nitroarenes to the corresponding N-arylacetamides. All reactions were carried out in a mixture of H2O–EtOH (1.5–0.5) within 2–10?min using the combination system of NaBH4 and Ac2O in a one-pot approach and via a two-step procedure. The utilized Cu nanocomposite was magnetically separated from the reaction mixture and reused for 5 consecutive cycles without the significant loss of its catalytic activity.

Sulfuryl Fluoride Mediated Synthesis of Amides and Amidines from Ketoximes via Beckmann Rearrangement

A metal-free and redox-neutral method for Beckmann rearrangement employing inexpensive and readily available SO2F2 gas is described. The reported transformation proceeds at ambient temperature and is compatible with a wide range of sterically and electronically diverse aromatic, heteroaromatic, aliphatic and lignin-like oximes providing amides in good to excellent yields. The reaction proceeds through the formation of an imidoyl fluoride intermediate that can also be used for the synthesis of amidines.

The immobilized Cu nanoparticles on magnetic montmorillonite (MMT?Fe3O4?Cu): As an efficient and reusable nanocatalyst for reduction and reductive-acetylation of nitroarenes with NaBH4

In this study, the immobilization of copper nanoparticles on superparamagnetic montmorillonite, MMT?Fe3O4?Cu, was studied. Magnetically nanoparticles (MNPs) of iron oxide (Fe3O4) were primarily prepared by a chemical co-precipitation method. Next, the prepared Fe3O4 MNPs were intercalated within the interlamellar spaces and external surface of sodium-exchanged montmorillonite. Finally, Cu NPs were immobilized on magnetic montmorillonite by a simply mixing of an aqueous solution of CuCl2·2H2O with MMT?Fe3O4 followed by the reduction with NaBH4. Characterization of MMT?Fe3O4 clay system represented that through the immobilization of Fe3O4 MNPs, disordered-layers structure of MMT was easily reorganized to an ordered-layers arrangement. The synthesized composite systems were characterized using FT-IR, SEM, EDX, XRD, VSM, BET and ICP-OES analyses. SEM analysis exhibited that dispersion of Cu NPs, with the size distribution of 15–25 nm, on the surface of magnetic clay was taken place perfectly. BET surface analysis indicated that after the immobilization of Fe3O4 and Cu species, the surface area and total pore volume of MMT?Fe3O4?Cu system was decreased. Next, the Cu-clay nanocomposite system showed a perfect catalytic activity towards reduction of nitroarenes to anilines as well as reductive-acetylation of nitroarenes to acetanilides using NaBH4 and Ac2O in water as a green and economic solvent. The copper magnetic clay catalyst can be easily separated from the reaction mixture by an external magnetic field and reused for six consecutive cycles without the significant loss of its catalytic activity.

COMPOSITION FOR PREVENTING OR TREATING HAIR LOSS INCLUDING BENZENE DIAMINE DERIVATIVE

Provided are a compound represented by the following Formula I, or a solvate, stereoisomer, or pharmaceutically acceptable salt thereof, and a composition for preventing or treating hair loss, the compound including the compound as an active ingredient:

Application of Cu(Hdmg)2 as a simple and cost-effective catalyst for the convenient one-pot reductive acetylation of aromatic nitro compounds

In this article, we have developed a novel and simple one-pot reductive acetylation of aromatic nitro compounds with sodium borohydride (NaBH4) in ethyl acetate (EtOAc) under reflux conditions in the presence of the bis(dimethylglyoximato)copper(II) complex [Cu(Hdmg)2] as an efficient and cost-effective copper-containing catalyst. Notably, using the above-mentioned one-pot reaction, the corresponding acetamide derivatives were obtained in high to excellent yields.