3846-49-9

Usage

Chemical compound

Yes

Usage

Intermediate in the synthesis of pharmaceuticals and agrochemicals

Physical state

White crystalline solid

Solubility

Insoluble in water, soluble in organic solvents

Application

Reagent in organic chemistry for the production of various compounds

Additional properties

Antibacterial and antifungal

Potential use

Insecticide

Safety concerns

Potential explosive when exposed to heat or friction

Handling

Careful handling required due to explosive potential

InChI:InChI=1/C17H18N4O5/c1-3-18(13-5-9-15(10-6-13)20(23)24)17(22)19(4-2)14-7-11-16(12-8-14)21(25)26/h5-12H,3-4H2,1-2H3

Upstream product

• 75-44-5 phosgene 
• 3665-80-3 N-Ethyl-4-nitroanilin 
• 100-28-7 4-Nitrophenyl isocyanate 
• 2733-41-7 4-nitrobenzoyl azide 
• 85-98-3 ethyl centralite 
• 7697-37-2 nitric acid 
• 587-90-6 bis-N,N'-(4-nitrophenyl)urea 
• 75-03-6 ethyl iodide 

Downstream Products

• 4596-98-9 1,3-bis(2,4-dinitrophenyl)-1,3-diethylurea 
• 78277-86-8 N,N'-diethyl-N-(2,4-dinitro-phenyl)-N'-(4-nitro-phenyl)-urea 
• 3665-80-3 N-Ethyl-4-nitroanilin 

Relevant academic research and scientific papers

Synthesis, characterization and antibacterial activity of novel 1,3-diethyl-1,3-bis(4-nitrophenyl)urea and its metal(II) complexes

A bioactive ligand and its dinuclear metal(II) complexes were synthesized and characterized by Fourier-transform infrared spectroscopy (FT-IR), ultraviolet-visible (UV-Visible), nuclear magnetic resonance (1H-NMR), mass spectroscopy and molar conductance measurements. The ligand has been crystalized in the monoclinic system with a P21/c space group. The biological activities of metal complexes were evaluated using disc diffusion and broth dilution methods. In vitro antibacterial activities of the ligand and their metal complexes were examined against two Gram-positive bacteria (Bacillus subtilis and Staphylococcus aureus) and two Gram-negative bacteria (Escherichia coli and Serratia marcescens) and compared to the standard drugs. It was found that metal complexes displayed much higher antibacterial activities and better inhibitory effects than that of the ligand and standard drugs. Among these complexes, the compound having Zn-metal showed greater antibacterial activity against all four tested bacteria and was more effective against Serratia marcescens with the zone inhibition diameter of 26 mm and MIC value of 31.25 μg/mL.

N- and O-Alkylations of Nitro-Substituted 1,3-Diphenylureas: Preparations of Propellant Stabilizer Derivatives

A procedure has been developed for the N-ethylation and methylation of 1,3-diphenylureas, ArNRCONHAr' (R=H, Me or Et), through treatment with sodium hydride and iodoalkane in dimethylformamide.The reaction was general, provided that the aniline to be alkylated was substituted with no more than one nitro group.ArRNCONR'Ar' derivatives prepared were: R = R'= Et (and Me); Ar = phenyl, Ar' = 2-nitrophenyl and 4-nitrophenyl; Ar = 2-nitrophenyl, Ar' = 2-nitrophenyl and 4-nitrophenyl; Ar = Ar' = 4-nitrophenyl.Two mixed derivatives were also prepared: R = Et, R' = Me, Ar = phenyl, Ar' = 2-nitrophenyl and 4-nitrophenyl.O-Alkylated isourea products were obtained in the reactions of 1-(2,4-dinitrophenyl)-3-(2-nitrophenyl)urea and 1-(2,4-dinitrophenyl)-3-(4-nitrophenyl)urea.The use of potassium carbonate as the base led to apparently exclusive O-alkylation of 1,3-bis(2-nitrophenyl)urea although the reaction was not general. 1-(2,4-Dinitrophenyl)-1,3-diethyl-3-phenylurea was prepared by using silver oxide and obtained as a mixture with the isourea.Many of the compounds prepared are important nitro derivatives of the propellant stabilizers, ethyl and methyl centralite.