1,3-Bis(4-bromophenyl)urea

Base Information

• Chemical Name: 1,3-Bis(4-bromophenyl)urea
• CAS No.: 6341-55-5
• Molecular Formula: C13H10Br2N2O
• Molecular Weight: 370.043
• NSC Number: 46720
• DSSTox Substance ID: DTXSID70286632
• Nikkaji Number: J1.244.034K
• Wikidata: Q82022405
• ChEMBL ID: CHEMBL5198636
• Mol file: 6341-55-5.mol

Synonyms:1,3-bis(4-bromophenyl)urea;n,n'-di(4-bromophenyl)urea;6341-55-5;N,N'-Bis(4-bromophenyl)urea;NSC46720;SCHEMBL8993463;CHEMBL5198636;DTXSID70286632;N,N'-Bis(4-bromophenyl)urea #;GQDAITKFYYUAJN-UHFFFAOYSA-N;Urea, 1,3-bis(4-bromophenyl)-;NSC-46720;AKOS003537753;D87359

Chemical Property of 1,3-Bis(4-bromophenyl)urea

Chemical Property:

• Vapor Pressure: 5.09E-05mmHg at 25°C
• Boiling Point: 348.3°Cat760mmHg
• Flash Point: 164.4°C
• Density: 1.829g/cm³
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 369.91394
• Heavy Atom Count: 18
• Complexity: 246

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1NC(=O)NC2=CC=C(C=C2)Br)Br

Technology Process of 1,3-Bis(4-bromophenyl)urea

There total 45 articles about 1,3-Bis(4-bromophenyl)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: 96.0%

urea (57-13-6) + 4-bromo-aniline (106-40-1) → N,N'-bis(p-bromophenyl)urea (6341-55-5)

Guidance literature:

With iodine; at 90 - 95 ℃; for 0.0833333h;

DOI:10.1080/00397910600619127

Reference yield: 90.0%

o-trifluoromethylbenzylamine (3048-01-9) + 4-bromophenyl isocyanate (2493-02-9) → N,N'-bis(p-bromophenyl)urea (6341-55-5) + 1-(4-bromo-phenyl)-3-(2-trifluoromethyl-benzyl)-urea + C61H41BrF78N2OSi2

Guidance literature:

In tetrahydrofuran; Yields of byproduct given. Title compound not separated from byproducts; robotic synthesis;

DOI:10.1021/jo9823442

Reference yield: 88.0%

carbon dioxide (124-38-9,18923-20-1) + N-(trimethylsilyl)-4-bromoaniline (63911-87-5) → N,N'-bis(p-bromophenyl)urea (6341-55-5)

Guidance literature:

With pyridine; C₁₄H₃₄Cl₂InNO₂Si₂; In toluene; at 110 ℃; for 48h; under 2280.15 Torr;

DOI:10.1002/anie.201708921

upstream raw materials:

p-bromobenzoyl azide

4-bromophenylurea

N,N-diphenylurea

1,1-diphenylthiourea

Downstream raw materials:

(4-bromo-phenyl)-(2,4-dinitro-phenyl)-amine

1,3-bis-(4-bromo-phenyl)-5-phenyl-imidazolidine-2,4-dione

1-propyl (4-bromophenyl)carbamate

2-(4-bromophenyl)isoindoline-1,3-dione

Refernces

• 1、 Du, Chongyang,Chen, Yaofeng. "Zinc Powder Catalysed Formylation and Urealation of Amines Using CO2 as a C1 Building Block?". . p. 1057 - 1064. Retrieved 2020/06/30.
• 2、 Kavina, M. A.,Sizov, V. V.. "2,2′,2″-(2,4,6-Trioxo-1,3,5-triazinane-1,3,5-triyl)triacetic Acid Derivatives. New Aspects of Reactivity". . p. 1046 - 1053. Retrieved 2020/08/28.