54381-13-4

Basic information

• Product Name: N-(4-METHOXYPHENYL)-2-NITROBENZENAMINE
• Synonyms: 4-METHOXY-2'-NITRODIPHENYLAMINE;N-(4-METHOXYPHENYL)-2-NITROBENZENAMINE;Ethyl-2-Oxo-4-Phenylbutylbutyrate Ethyl-2-Methylethyl-3-Oxo-4-Phenylbutanoate;N-(4-Methoxyphenyl)-2-nitrobenzylamine;2''-NITRO-4-METHOXYDIPHENYLAMINE;2-Nitro-N-(4-methoxyphenyl)aniline;4-Methoxyphenyl 2-nitrophenylamine;N-(4-Methoxyphenyl)-2-nitroaniline
• CAS NO: 54381-13-4
• Molecular Formula: C₁₃H₁₂N₂O₃
• Molecular Weight: 244.25
• Mol File: 54381-13-4.mol
• Article Data: 39

Chemical Properties

• Melting Point: 89 °C
• Boiling Point: 387.9 °C at 760 mmHg
• Flash Point: 188.4 °C
• Appearance: /
• Density: 1.276 g/cm³
• Storage Temp.: 2-8°C
• PKA: -2.70±0.40(Predicted)
• CAS DataBase Reference: N-(4-METHOXYPHENYL)-2-NITROBENZENAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-METHOXYPHENYL)-2-NITROBENZENAMINE(54381-13-4)
• EPA Substance Registry System: N-(4-METHOXYPHENYL)-2-NITROBENZENAMINE(54381-13-4)

Safety Data

• Hazardous Substances Data: 54381-13-4(Hazardous Substances Data)

Usage

General Description

N-(4-Methoxyphenyl)-2-nitrobenzenamine is a chemical compound with the molecular formula C13H12N2O3. It is a nitroaniline derivative, which is commonly used in the synthesis of pharmaceuticals, dyes, and organic compounds. N-(4-METHOXYPHENYL)-2-NITROBENZENAMINE is a yellow crystalline solid that is insoluble in water but soluble in organic solvents. It is primarily used as an intermediate in the production of various organic compounds and can also be used as a dye and pigment. However, it is important to handle this chemical with caution as it may be harmful if ingested, inhaled, or comes into contact with the skin or eyes.

Upstream product

• 104-94-9 4-methoxy-aniline 
• 88-73-3 2-Chloronitrobenzene 
• 1493-27-2 ortho-nitrofluorobenzene 
• 15163-59-4 potassium o-nitrobenzoate 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 88-74-4 2-nitro-aniline 
• 577-19-5 2-nitrophenyl bromide 

Downstream Products

• 2876-18-8 2-methoxyphenazine 
• 25914-22-1 N-(4-methoxyphenyl)benzene-1,2-diamine 
• 2622-61-9 N-(4-methoxyphenyl)benzimidazole 
• 26495-07-8 1-(4-methoxyphenyl)-2,3-dihydro-1H-1,3-benzodiazole-2-thione 
• 1331868-40-6 N-(3-chloro-5-(trifluoromethyl)pyridin-2-yl)-2-((1-(4-methoxyphenyl)-1H-benzo[d]imidazol-2-yl)thio)propanamide 
• 742092-83-7 C₂₂H₁₈Cl₂N₄O₂S 
• 1331868-36-0 C₁₇H₁₆N₂O₃ 
• 1331868-35-9 C₁₈H₁₈N₂O₃ 
• 1331868-34-8 N-(2-chloro-4-methylphenyl)-2-((1-(4-methoxyphenyl)-1H-benzo[d]imidazol-2-yl)sulfonyl)propanamide 
• 1331868-33-7 JMN₃-004 
• 1331868-30-4 N-(2-chloro-4-methylphenyl)-3-(1-(4-methoxyphenyl)-1H-benzo[d]imidazol-2-yl)propanamide 
• 1331868-55-3 N-(2-chloro-4-methylphenyl)-2-((1-(4-methoxyphenyl)-1H-benzo[d]imidazol-2-yl)thio)propanamide 
• 1331868-54-2 N-(2,5-dibromophenyl)-2-((1-(4-methoxyphenyl)-1H-benzo[d]imidazol-2-yl)thio)propanamide 
• 1331868-53-1 2-((1-(4-methoxyphenyl)-1H-benzo[d]imidazol-2-yl)thio)-N-(3-methylisoxazol-5-yl)propanamide 

Relevant articles and documents

Biomimetic alloxan-catalyzed intramolecular redox reaction with O2: One-pot atom-economic synthesis of sulfinyl-functionalized benzimidazoles

Given the necessity of sacrificial reductants in various biomimetic aerobic oxygenations, alloxan-catalyzed aerobic redox system for one-pot atom-economic synthesis of sulfinyl-functionalized benzimidazoles was developed by ingeniously binding both the substrate sulfide and sacrificial reductant. This mild and transition-metal-free protocol undergoes two oxidations without additional sacrificial reagents, except for the environmentally benign molecular oxygen.

A terphenyl phosphine as a highly efficient ligand for palladium-catalysed amination of aryl halides with 1° anilines

A terphenyl phosphine ligand (2,6-bis(2,4,6-triisopropylphenyl)phenyl-dicyclohexylphosphine, TXPhos) and its supported palladium complex [(TXPhos)(allyl)PdCl] have been developed and the catalyst system is highly efficient in amination of aryl halides with 1° anilines, especially effective for densely functionalized substrates including both partners possessing ortho-ester, acetyl, nitrile and nitro groups. With the TXPhos-supported catalyst system, many partner combinations have been unprecedentedly realized and the base scope has been even extended to KOAc, which is even the best choice in the amination of 2-nitrochlorobenzene.

A green and practical reduction of N-(4-chlorophenyl)-2-nitroaniline and its derivatives to corresponding N-substituted-benzene-1,2-diamines using thiourea dioxide

A new effective approach for synthesizing diverse N-substituted-benzene-1,2-diamines is reported. The treatment of N-substituted-2-nitroanilines with thiourea dioxide in the presence of sodium hydroxide efficiently formed the corresponding N-substituted-benzene-1,2-diamines, including N-(4-chlorophenyl)benzene-1,2-diamine with a good yield of 94%. The by-product is environmentally-friendly urea and is easy to separate from the product by filtration procedure that enhances the convenience of the approach.