3846-50-2

Basic information

• Product Name: 2,4-DINITRO-N-ETHYLANILINE
• Synonyms: 2,4-DINITRO-N-ETHYLANILINE;Dinitro-N-ethylaniline;N-ethyl-2,4-dinitroaniline;2,4-DINITRO-N-ETHYLANILINE 97%;N-(2,4-Dinitrophenyl)ethanamine;N-Ethyl-2,4-dinitrobenzenamine;2,4-Dinitro-N-ethylaniline,97%
• CAS NO: 3846-50-2
• Molecular Formula: C₈H₉N₃O₄
• Molecular Weight: 211.17
• EINECS: 223-345-0
• Mol File: 3846-50-2.mol
• Article Data: 20

Chemical Properties

• Melting Point: 110-113 °C(lit.)
• Boiling Point: 350.85°C (rough estimate)
• Flash Point: >230 °F
• Appearance: /
• Density: 1.4271 (rough estimate)
• Vapor Pressure: 1.81E-05mmHg at 25°C
• Refractive Index: 1.7400 (estimate)
• CAS DataBase Reference: 2,4-DINITRO-N-ETHYLANILINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-DINITRO-N-ETHYLANILINE(3846-50-2)
• EPA Substance Registry System: 2,4-DINITRO-N-ETHYLANILINE(3846-50-2)

Safety Data

• Hazard Codes: Xn
• Statements: 20/21/22
• Safety Statements: 36
• WGK Germany: 3
• Hazardous Substances Data: 3846-50-2(Hazardous Substances Data)

Usage

Chemical Properties

orange-brown crystalline powder

Uses

N-ethyl-2,4-dinitroaniline is used in the synthesis of antitumor activity of novel dinitroaniline prodrugs for nitroreductase-based prostate cancer therapy.

InChI:InChI=1/C8H9N3O4/c1-2-9-7-4-3-6(10(12)13)5-8(7)11(14)15/h3-5,9H,2H2,1H3

Upstream product

• 5429-28-7 4-(diethylamino)benzoic acid 
• 2788-74-1 4-(ethylamino)-3-nitrobenzoic acid 
• 945-81-3 N-nitroso N-ethyl-N-(4-nitroaniline) 
• 7697-37-2 nitric acid 
• 529-65-7 N-ethylacetanilide 
• 837-64-9 N,N-diethyl-2,4-dinitroaniline 
• 64-19-7 acetic acid 
• 103-69-5 N-ethyl-N-phenylamine 
• 91-66-7 N,N-diethylaniline 
• 70-34-8 2,4-Dinitrofluorobenzene 
• 75-04-7 ethylamine 
• 25596-29-6 ethylammonium acetate 
• 22113-86-6 ethylammonium nitrate 
• 109-73-9 N-butylamine 

Downstream Products

• 51-28-5 2,4-Dinitrophenol 
• 75-04-7 ethylamine 
• 58533-62-3 5-nitro-N-ethylbenzimidazolone 
• 223745-04-8 5-amino-N-ethylbenzimidazolone 
• 90349-15-8 1-ethyl-5-nitro-1H-benzo[d]imidazole 
• 202279-57-0 2,4-diamino-N-ethylaniline 
• 1370363-72-6 5-amino-2-(p-bromophenyl)-1-ethyl-benzimidazol 
• 66668-41-5 N¹-ethyl-4-nitro-benzene-1,2-diamine 
• 74180-10-2 N-(2,4-Dinitro)phenyl-N'-ethyl-N-methylbenzamidine 
• 857596-68-0 N-ethyl-2,4-dinitro-N-nitroso-aniline 
• 6052-13-7 N-nitro-N-ethyl-2,4,6-trinitroaniline 

Relevant articles and documents

Alkaline Hydrolysis of N-Ethyl-2,4-dinitroacetanilide

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5-amino-N-substituted benzimidazolone synthetic method

The invention discloses a synthesis method of 5-amonio-N-substituted benzimidazolone. The synthesis method is characterized by comprising the following steps of: (1) dropwise adding amine to an alcohol solvent of 2,4-dinitrochlorobenzene at a room temperature to be reacted for 0.5 hour to 2hours at a backflow temperature, and recrystallizing a product to obtain an N-substituted phenylamine; and (2), adding N-substituted phenylamine, sulphur, dimethylformamide, ammonium formate and potassium carbonate into water in a high-pressure reaction kettle to be reacted for 2 hours to 5hours under the condition of 160 to 200 DEG C, cooling the product to the room temperature, releasing the pressure to the atmospheric pressure, adding hydrazine hydrate and active carbon catalyst loaded with metal salt, heating to 60 to 100 DEG C to be reacted for 2 hours to 3hours, thermally filtering the product, steaming and drying the solvent, and recrystallizing the product to obtain the 5-amonio-N-substituted benzimidazolone. The reaction route is short, the reaction is simple, and the yield of the prepared product is high.

Pd(OAc)2-catalyzed dinitration reaction of aromatic amines

Taking advantage of Pd(OAc)2-catalyzed dinitration reactions with Bi(NO3)3·5H2O in trifluoroethanol (TFE) and trifluoroacetic acid (TFA), we have developed an efficient and practical method for the synthesis of secondary dinitro-aromatic amines. The products could be applied to the preparation of 5-amine-N-methyl-benzimidazolone, the azo-dyes, economic advantages. The method has also been expanded to the dinitration reaction of some tertiary aromatic amines.