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

Base Information

• Chemical Name: 1-(4-Chlorophenyl)-3-(3-methoxyphenyl)urea
• CAS No.: 133611-97-9
• Molecular Formula: C₁₄H₁₃ClN₂O₂
• Molecular Weight: 276.722
• European Community (EC) Number: 668-963-5
• DSSTox Substance ID: DTXSID70352624
• Wikidata: Q82129871
• Mol file: 133611-97-9.mol

Synonyms:1-(4-chlorophenyl)-3-(3-methoxyphenyl)urea;133611-97-9;N-(4-chlorophenyl)-N'-(3-methoxyphenyl)urea;Cambridge id 5375464;Oprea1_388945;Oprea1_542772;SCHEMBL4117269;DTXSID70352624;STK039884;AKOS000483647;AB00083362-01;SR-01000207429;SR-01000207429-1

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

Chemical Property:

• XLogP3: 3.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 276.0665554
• Heavy Atom Count: 19
• Complexity: 293

Purity/Quality:

N-(4-chlorophenyl)-N'-(3-methoxyphenyl)urea ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

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

There total 2 articles about 1-(4-Chlorophenyl)-3-(3-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: 91.0%

→ 1-(4-chlorophenyl)-3-(3-methoxyphenyl)urea (133611-97-9)

Guidance literature:

In chloroform; for 16h; Heating;

Reference yield: 79.2%

4-chloro-aniline (106-47-8) + 3-methoxyphenyl isocyanate (18908-07-1) → 1-(4-chlorophenyl)-3-(3-methoxyphenyl)urea (133611-97-9)

Guidance literature:

In dichloromethane; at 20 ℃;

DOI:10.1016/j.ejmech.2016.09.083

Reference yield:

1-(4-chlorophenyl)-3-(3-methoxyphenyl)urea (133611-97-9) → 1-(4-chlorophenyl)-3-(3-((3-methylbut-2-en-1-yl)oxy)phenyl)urea

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydrogen bromide; acetic acid / 70 °C

2.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 0.25 h / 20 °C

2.2: 6 h / 20 °C / Inert atmosphere

With di-isopropyl azodicarboxylate; hydrogen bromide; acetic acid; triphenylphosphine; In tetrahydrofuran; 2.1: |Mitsunobu Displacement / 2.2: |Mitsunobu Displacement;

DOI:10.1016/j.ejmech.2016.09.083

upstream raw materials:

4-chloro-aniline

3-methoxyphenyl isocyanate

Refernces

• 1、 Velappan, Anand Babu,Charan Raja, Mamilla R.,Datta, Dhrubajyoti,Tsai, Yi Ting,Halloum, Iman,Wan, Baojie,Kremer, Laurent,Gramajo, Hugo,Franzblau, Scott G.,Kar Mahapatra, Santanu,Debnath, Joy. "Attenuation of Mycobacterium species through direct and macrophage mediated pathway by unsymmetrical diaryl urea". supporting information. p. 825 - 841. Retrieved 2016/10/25.