2008-71-1

Basic information

• Product Name: 1-(3-Chlorophenyl)-3-phenylurea
• Synonyms: 1-(3-Chlorophenyl)-3-phenylurea;N-(3-Chlorophenyl)-N'-phenylurea
• CAS NO: 2008-71-1
• Molecular Formula: C₁₃H₁₁ClN₂O
• Molecular Weight: 246.6922
• Mol File: 2008-71-1.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 289.6°Cat760mmHg
• Flash Point: 128.9°C
• Appearance: /
• Density: 1.356g/cm³
• Vapor Pressure: 0.00218mmHg at 25°C
• Refractive Index: 1.696
• CAS DataBase Reference: 1-(3-Chlorophenyl)-3-phenylurea(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3-Chlorophenyl)-3-phenylurea(2008-71-1)
• EPA Substance Registry System: 1-(3-Chlorophenyl)-3-phenylurea(2008-71-1)

Safety Data

• Hazardous Substances Data: 2008-71-1(Hazardous Substances Data)

Usage

Uses

1-?(3-?Chlorophenyl)?-?3-?phenylurea is a selective CYP1B1 inhibitor.

InChI:InChI=1/C13H11ClN2O/c14-10-5-4-8-12(9-10)16-13(17)15-11-6-2-1-3-7-11/h1-9H,(H2,15,16,17)

Upstream product

• 121-73-3 3-Nitrochlorobenzene 
• 62-53-3 aniline 
• 108-42-9 3-chloro-aniline 
• 19226-36-9 3-phenyl-5H-1,4,2-dioxazol-5-one 
• 535-80-8 3-chlorobenzoate 
• 201230-82-2 carbon monoxide 
• 64-10-8 phenyl carbamate 
• 63503-60-6 3-chlorophenylboronic acid 
• 2909-38-8 m-chlorophenyl isocyanate 
• 7664-93-9 sulfuric acid 
• 98-95-3 nitrobenzene 
• 4251-08-5 1-phenyl-3-m-chlorophenyl thiocarbamide 
• 63105-13-5 N-m-Chlorphenyl-N'-phenylcarbodiimid 
• 50625-49-5 m-Chlorobenzoyl azide 

Relevant articles and documents

Nitroarenes as versatile building blocks for the synthesis of unsymmetrical urea derivatives and N-Arylmethyl-2-substituted benzimidazoles

In this contribution, a fast and simple method for the synthesis of unsymmetrical urea derivatives and N-arylmethyl-2-substituted benzimidazoles was developed starting from nitroarenes. The reaction of nitroarenes and phenyl isocyanate or phenyl isothiocyanate in tin (II) chloride dihydrate/choline chloride eutectic mixture afforded the expected urea and thiourea derivatives, while the reaction of different aldehydes with o-nitroaniline or 4-methoxy-2-nitroaniline shows a markedly high preference for the obtention of N-arylmethyl-2-substituted benzimidazoles over the 2-substituted analogues. This method offers a straightforward alternative to obtain the target compounds in good to excellent yields with short reaction times employing an operationally simple experimental set-up. Graphic abstract: [Figure not available: see fulltext.] A series of unsymmetrical urea and thiourea derivatives together with 1,2-disubstituted benzimidazoles are easily obtained in good yields starting from nitroarenes employing the eutectic mixture tin (II) chloride dihydrate/choline chloride as reductive reaction media.

Synthetic method and application of urea compound

The invention relates to a synthetic method of a urea compound, comprising the following steps: adding substituted oxazolone and sodium acetate into a methanol solution, and adding substituted amine under the stirring condition, reacting and carrying out column chromatography to obtain the urea compound. The defect that dangerous compounds need to be used during existing synthetic process is overcome, and a one-pot method is adopted to replace an existing reaction with low yield. The method of the invention has mild reaction condition, the operation is simple, raw materials are easily available, and the substrate can be converted into various other useful molecules. The compound has strong practicality, and can be applied to synthesis of the pesticide daimuron, dieresis long and the anti-cancer drug Sorafenib. The invention relates to a green and environmentally-friendly unsymmetrical urea compound synthesis method with simple process and low cost.

Chloromethylated polystyrene immobilized ruthenium complex of 2-(2-pyridyl)benzimidazole catalyst for the synthesis of bioactive disubstituted ureas by carbonylation reaction

Polymer supported transition metal complex catalysts have numerous applications as heterogeneous catalysts due to their ease of synthesis and commercial availability. Ru-Py-Merf was synthesized by anchoring 2-(2-pyridyl)benzimidazole to the polymer matrix, followed by loading of ruthenium salt. This Ru-Py-Merf material was thoroughly characterized by FTIR spectroscopy, UV-vis absorption spectroscopy, FE-SEM analysis, EDAX analysis, CHN analysis, AAS spectroscopy and TGA. Ru-Py-Merf showed excellent catalytic activity in the synthesis of symmetric and asymmetric disubstituted ureas by reductive carbonylation of nitrobenzenes and anilines. The as-synthesized Ru-Py-Merf catalyst is entirely heterogeneous in nature, thermally stable and can be easily reused up to six times.