1-(4-Chlorophenyl)-3-(4-methoxyphenyl)urea

Base Information

• Chemical Name: 1-(4-Chlorophenyl)-3-(4-methoxyphenyl)urea
• CAS No.: 3840-76-4
• Molecular Formula: C14H13 Cl N2 O2
• Molecular Weight: 276.722
• European Community (EC) Number: 668-909-0
• NSC Number: 164455
• DSSTox Substance ID: DTXSID30304184
• Nikkaji Number: J3.022.167B
• Wikidata: Q82049935
• ChEMBL ID: CHEMBL1652338
• Mol file: 3840-76-4.mol

Synonyms:1-(4-chlorophenyl)-3-(4-methoxyphenyl)urea;3840-76-4;NSC164455;N-(4-chlorophenyl)-N'-(4-methoxyphenyl)urea;Oprea1_336970;SCHEMBL4112669;CHEMBL1652338;DTXSID30304184;STK098507;AKOS000489209;NSC-164455;AB00030176-01

Chemical Property of 1-(4-Chlorophenyl)-3-(4-methoxyphenyl)urea

Chemical Property:

• Vapor Pressure: 0.000165mmHg at 25°C
• Boiling Point: 330.5°C at 760 mmHg
• Flash Point: 153.7°C
• Density: 1.344g/cm³
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 276.0665554
• Heavy Atom Count: 19
• Complexity: 285

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)NC(=O)NC2=CC=C(C=C2)Cl

Technology Process of 1-(4-Chlorophenyl)-3-(4-methoxyphenyl)urea

There total 10 articles about 1-(4-Chlorophenyl)-3-(4-methoxyphenyl)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: 95.0%

4-methoxy-aniline (104-94-9) + para-chlorobenzoic acid (74-11-3) → 1-(4-chlorophenyl)-3-(4-methoxyphenyl)urea (3840-76-4)

Guidance literature:

With diphenyl phosphoryl azide; triethylamine; In toluene; at 100 ℃; for 0.0166667h; Microwave irradiation;

DOI:10.1021/acs.joc.6b02521

Reference yield: 89.0%

4-chloro-aniline (106-47-8) + 4-methoxy-aniline (104-94-9) + 1,1'-carbonyldiimidazole (530-62-1) → 1-(4-chlorophenyl)-3-(4-methoxyphenyl)urea (3840-76-4)

Guidance literature:

In tetrahydrofuran; for 36h; under 60804.1 Torr; Inert atmosphere;

DOI:10.1002/ejoc.201100657

Reference yield: 74.0%

para-iodoanisole (696-62-8) + 4-chloro-aniline (106-47-8) + chromium(0) hexacarbonyl (199620-14-9,13007-92-6) → 1-(4-chlorophenyl)-3-(4-methoxyphenyl)urea (3840-76-4)

Guidance literature:

With sodium azide; palladium diacetate; potassium carbonate; triphenylphosphine; In toluene; at 100 ℃; for 24h;

DOI:10.1002/ejoc.201901273

upstream raw materials:

4-chlorobenzoyl azide

4-methoxy-aniline

p-chlorphenylisocyanate

3-(4-chlorophenyl)-1-(4-methoxyphenyl)-3-nitrosourea

Downstream raw materials:

3-(4-chlorophenyl)-1-(4-methoxyphenyl)-3-nitrosourea

3-(4-chlorophenyl)-1-(4-methoxyphenyl)-1-nitrosourea

Refernces

• 1、 Mozaffari, Mozhdeh,Nowrouzi, Najmeh. "Palladium-Catalyzed Synthesis of Symmetrical and Unsymmetrical Ureas Using Chromium Hexacarbonyl as a Convenient and Safe Alternative Carbonyl Source". supporting information. p. 7541 - 7544. Retrieved 2019/12/12.
• 2、 Zhang, Li,Darko, Ampofo K.,Johns, Jennifer I.,McElwee-White, Lisa. "Catalytic oxidative carbonylation of arylamines to ureas with W(CO) 6/I2 as catalyst". experimental part. p. 6261 - 6268. Retrieved 2011/12/04.