1-Phenyl-3-[3-(trifluoromethyl)phenyl]urea

Base Information

• Chemical Name: 1-Phenyl-3-[3-(trifluoromethyl)phenyl]urea
• CAS No.: 4300-46-3
• Molecular Formula: C14H11F3N2O
• Molecular Weight: 280.249
• Hs Code.: 2924299090
• European Community (EC) Number: 666-653-4
• NSC Number: 102876
• DSSTox Substance ID: DTXSID30295543
• Nikkaji Number: J1.063.021E
• Wikidata: Q82035515
• ChEMBL ID: CHEMBL1605296
• Mol file: 4300-46-3.mol

Synonyms:1-phenyl-3-[3-(trifluoromethyl)phenyl]urea;4300-46-3;AURORA 265;NSC102876;ChemDiv3_000799;CBDivE_004454;MLS000710674;CHEMBL1605296;SCHEMBL17609423;DTXSID30295543;IIAHUDXQGBQWKX-UHFFFAOYSA-N;HMS1475E07;HMS2662M11;STK395483;AKOS000539080;NSC-102876;IDI1_019765;SMR000280441;N-phenyl-N'-[3-(trifluoromethyl)phenyl]urea;AB00074470-01;SR-01000404289;SR-01000404289-1;BRD-K21439945-001-01-6;Z44586322

Chemical Property of 1-Phenyl-3-[3-(trifluoromethyl)phenyl]urea

Chemical Property:

• Vapor Pressure: 0.00669mmHg at 25°C
• Boiling Point: 270.8°Cat760mmHg
• Flash Point: 117.6°C
• PSA: 41.13000
• Density: 1.378g/cm³
• LogP: 4.49540
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 280.08234746
• Heavy Atom Count: 20
• Complexity: 327

Purity/Quality:

99%min ^*data from raw suppliers

1-PHENYL-3-(3-(TRIFLUOROMETHYL)PHENYL)UREA Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)NC(=O)NC2=CC=CC(=C2)C(F)(F)F

Technology Process of 1-Phenyl-3-[3-(trifluoromethyl)phenyl]urea

There total 6 articles about 1-Phenyl-3-[3-(trifluoromethyl)phenyl]urea which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

phenyl carbamate (64-10-8) + m-trifluoromethylphenyl iodide (401-81-0) → N-(3-trifluoromethylphenyl)-N'-phenyl-urea (4300-46-3)

Guidance literature:

With potassium phosphate; copper(l) iodide; N,N`-dimethylethylenediamine; In N,N-dimethyl-formamide; at 85 ℃; for 16h;

DOI:10.1016/j.cclet.2010.12.018

Reference yield: 87.0%

phenyl carbamate (64-10-8) + (meta-(trifluoromethyl)phenyl)boronic acid (1423-26-3) → N-(3-trifluoromethylphenyl)-N'-phenyl-urea (4300-46-3)

Guidance literature:

With copper acetylacetonate; potassium tert-butylate; In 1-methyl-pyrrolidin-2-one; at 20 ℃; for 24h; Inert atmosphere; Sealed vial;

DOI:10.1080/00397911.2010.543747

Reference yield: 73.0%

3-bromo-1-trifluoromethylbenzene (401-78-5) + phenyl carbamate (64-10-8) → N-(3-trifluoromethylphenyl)-N'-phenyl-urea (4300-46-3)

Guidance literature:

With copper(I) oxide; potassium phosphate monohydrate; at 120 ℃; for 0.666667h; Microwave irradiation; Inert atmosphere; Neat (no solvent);

DOI:10.5012/bkcs.2011.32.12.4167

upstream raw materials:

3-trifluoromethylaniline

benzoyl azide

phenyl carbamate

m-trifluoromethylphenyl iodide

Refernces

• 1、 Gavade, Sandip,Balaskar, Ravi,Mane, Madhav,Pabrekar, Pramod N.,Mane, Dhananjay. "Cu(acac)2-catalyzed N-arylations of phenylurea with aryl boronic acid". experimental part. p. 1704 - 1714. Retrieved 2012/05/05.
• 2、 Gavade, Sandip N.,Balaskar, Ravi S.,Mane, Madhav S.,Pabrekar, Pramod N.,Shingare, Murlidhar S.,Mane, Dhananjay V.. "Microwave assisted, ligand free, copper catalyzed reaction of aryl halides with phenyl urea". experimental part. p. 292 - 295. Retrieved 2012/01/05.