1-Benzyl-3-(4-chlorophenyl)urea

Base Information

• Chemical Name: 1-Benzyl-3-(4-chlorophenyl)urea
• CAS No.: 13208-51-0
• Molecular Formula: C14H13ClN2O
• Molecular Weight: 260.723
• Hs Code.: 2924299090
• European Community (EC) Number: 667-647-4
• DSSTox Substance ID: DTXSID50352642
• Nikkaji Number: J3.220.877K
• Wikidata: Q82129896
• ChEMBL ID: CHEMBL4860953
• Mol file: 13208-51-0.mol

Synonyms:1-benzyl-3-(4-chlorophenyl)urea;13208-51-0;CHEMBL4860953;1-(4-chlorophenyl)-3-benzylurea;HMS1578A12;N-benzyl-N'-(4-chlorophenyl)urea;Cambridge id 5154475;SCHEMBL8177097;DTXSID50352642;LPAFKALFDTZCSC-UHFFFAOYSA-N;BDBM50576364;STK070211;AKOS000489210;CS-0337862

Chemical Property of 1-Benzyl-3-(4-chlorophenyl)urea

Chemical Property:

• PSA: 44.62000
• LogP: 3.93910
• XLogP3: 3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 260.0716407
• Heavy Atom Count: 18
• Complexity: 259

Purity/Quality:

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1-Benzyl-3-(4-chlorophenyl)urea

There total 19 articles about 1-Benzyl-3-(4-chlorophenyl)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: 98.0%

p-chlorphenylisocyanate (104-12-1) + benzylamine (100-46-9) → 3-(4-chlorophenyl)-1-(phenylmethyl)urea (13208-51-0)

Guidance literature:

With C₆₄H₅₂CaN₆; In neat (no solvent); at 60 ℃; for 12h; Schlenk technique; Glovebox; Inert atmosphere;

DOI:10.1039/d0nj01509a

Reference yield: 97.1%

1-(4-Chloro-phenyl)-3-[2,2-dimethyl-1-phenyl-prop-(E)-ylidene]-urea (25290-48-6) + benzylamine (100-46-9) → 2,2-dimethyl-1-phenylpropan-1-imine (33611-54-0) + 3-(4-chlorophenyl)-1-(phenylmethyl)urea (13208-51-0)

Guidance literature:

Product distribution;

DOI:10.1002/ardp.19873200912

Reference yield: 92.0%

benzyl carbamic acid allyl ester (104669-74-1) + 4-chloro-aniline (106-47-8) → 3-(4-chlorophenyl)-1-(phenylmethyl)urea (13208-51-0)

Guidance literature:

4-chloro-aniline; With bis(trimethylaluminum)–1,4-diazabicyclo[2.2.2]octane adduct; In toluene; at 40 ℃; for 0.333333h;

benzyl carbamic acid allyl ester; In toluene; at 90 ℃; for 2h;

DOI:10.1016/j.tet.2018.06.011

upstream raw materials:

4-chloro-aniline

benzyl isothiocyanate

4-chlorobenzoyl azide

benzylamine

Downstream raw materials:

1-benzyl-3-(4-chlorophenyl)carbodiimide

Refernces

• 1、 Bano, Kulsum,Anga, Srinivas,Jain, Archana,Nayek, Hari Pada,Panda, Tarun K.. "Hydroamination of isocyanates and isothiocyanates by alkaline earth metal initiators supported by a bulky iminopyrrolyl ligand". supporting information. p. 9419 - 9428. Retrieved 2020/06/17.
• 2、 Wang, Liang,Wang, Hao,Wang, Yaoyao,Shen, Minggui,Li, Shubai. "Photocatalyzed synthesis of unsymmetrical ureas via the oxidative decarboxylation of oxamic acids with PANI-g-C3N4-TiO2 composite under visible light". supporting information. . Retrieved 2020/04/28.