N-(4-Bromophenyl)-N'-(2-chloroethyl)urea

Base Information

• Chemical Name: N-(4-Bromophenyl)-N'-(2-chloroethyl)urea
• CAS No.: 15145-38-7
• Molecular Formula: C9H10BrClN2O
• Molecular Weight: 277.548
• Hs Code.: 2924299090
• NSC Number: 107548
• DSSTox Substance ID: DTXSID20296084
• Nikkaji Number: J1.495.819C
• Wikidata: Q82036427
• ChEMBL ID: CHEMBL161784
• Mol file: 15145-38-7.mol

Synonyms:15145-38-7;1-(4-bromophenyl)-3-(2-chloroethyl)urea;N-(4-Bromophenyl)-N'-(2-chloroethyl)urea;urea, n-(4-bromophenyl)-n'-(2-chloroethyl)-;NSC 107548;3-(4-Bromophenyl)-1-(2-chloroethyl)urea;NSC107548;n-(4-bromophenyl)-n-(2-chloroethyl)urea;CHEMBL161784;SCHEMBL17912894;DTXSID20296084;MFCD08444007;AKOS005072257;DA-0802;NSC-107548;CS-0328667;FT-0680916;J-503252

Chemical Property of N-(4-Bromophenyl)-N'-(2-chloroethyl)urea

Chemical Property:

• Melting Point: 172-174 °C
• Boiling Point: 343.5 °C at 760 mmHg
• PKA: 12.91±0.46(Predicted)
• Flash Point: 161.5 °C
• PSA: 41.13000
• Density: 1.582 g/cm³
• LogP: 3.27330
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 275.96650
• Heavy Atom Count: 14
• Complexity: 184

Purity/Quality:

98%min ^*data from raw suppliers

N-(4-Bromophenyl)-N'-(2-chloroethyl)urea ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1NC(=O)NCCCl)Br

Technology Process of N-(4-Bromophenyl)-N'-(2-chloroethyl)urea

There total 1 articles about N-(4-Bromophenyl)-N'-(2-chloroethyl)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: 77.0%

2-chloroethyl isothiocyanate (1943-83-5) + 4-bromo-aniline (106-40-1) → 1-(4-bromophenyl)-3-(2-chloroethyl)urea (15145-38-7)

Guidance literature:

at 20 ℃;

DOI:10.1021/jm0010264

Reference yield: 72.0%

1-(4-bromophenyl)-3-(2-chloroethyl)urea (15145-38-7) → 1-(4-bromophenyl)tetrahydro-2H-imidazole-2-one (530081-14-2)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 20 ℃; for 16.5h; Cooling with ice;

Reference yield:

1-(4-bromophenyl)-3-(2-chloroethyl)urea (15145-38-7) → 1-(4-(1H-pyrazol-4-yl)phenyl)-3-(2-fluoro-3-methoxybenzyl)imidazolidin-2-one

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / tetrahydrofuran / 16.5 h / 20 °C / Cooling with ice

2.1: sodium hydride / tetrahydrofuran / 0.17 h / 0 - 20 °C

2.2: 4 h / 0 - 70 °C

3.1: potassium carbonate; chloro(2-dicyclohexylphosphino-2’,4’,6’-triisopropyl-1,1‘-biphenyl)[2-(2’-amino-1,1‘-biphenyl’)]palladium(II) / water; N,N-dimethyl-formamide / 100 °C / Inert atmosphere

With chloro(2-dicyclohexylphosphino-2’,4’,6’-triisopropyl-1,1‘-biphenyl)[2-(2’-amino-1,1‘-biphenyl’)]palladium(II); sodium hydride; potassium carbonate; In tetrahydrofuran; water; N,N-dimethyl-formamide; 3.1: |Suzuki Coupling;

upstream raw materials:

2-chloroethyl isothiocyanate

4-bromo-aniline

Downstream raw materials:

1-(4-bromophenyl)tetrahydro-2H-imidazole-2-one

Refernces

• 1、 -. "CYCLIC UREAS AS INHIBITORS OF ROCK". Page/Page column 99; 192. . Retrieved 2016/10/11.