1-(4-Chlorophenyl)-3-propylurea

Base Information

• Chemical Name: 1-(4-Chlorophenyl)-3-propylurea
• CAS No.: 13208-64-5
• Molecular Formula: C10H13 Cl N2 O
• Molecular Weight: 212.676
• European Community (EC) Number: 688-783-0
• NSC Number: 109558
• DSSTox Substance ID: DTXSID20296483
• Nikkaji Number: J3.647.534J
• Wikidata: Q82037108
• Mol file: 13208-64-5.mol

Synonyms:1-(4-chlorophenyl)-3-propylurea;13208-64-5;1-(4-CHLORO-PHENYL)-3-PROPYL-UREA;NSC109558;SCHEMBL8578118;DTXSID20296483;AKOS002937958;N-(4-Chlorophenyl)-N'-propylurea #;NSC 109558;NSC-109558;Urea, 1-(4-chlorophenyl)-3-propyl-;J3.647.534J;A926137

Chemical Property of 1-(4-Chlorophenyl)-3-propylurea

Chemical Property:

• Vapor Pressure: 0.00131mmHg at 25°C
• Boiling Point: 297.9°C at 760 mmHg
• Flash Point: 133.9°C
• Density: 1.206g/cm³
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 3
• Exact Mass: 212.0716407
• Heavy Atom Count: 14
• Complexity: 179

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCNC(=O)NC1=CC=C(C=C1)Cl

Technology Process of 1-(4-Chlorophenyl)-3-propylurea

There total 6 articles about 1-(4-Chlorophenyl)-3-propylurea 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:

propylamine (107-10-8,42939-71-9) + p-chlorphenylisocyanate (104-12-1) → 1-(4-chlorophenyl)-3-propylurea (13208-64-5)

Guidance literature:

In tetrahydrofuran; at 0 - 20 ℃; for 0.5h; Cooling with ice;

DOI:10.1016/j.bmcl.2016.04.040

Reference yield:

4-chloro-aniline (106-47-8) → 1-(4-chlorophenyl)-3-propylurea (13208-64-5)

Guidance literature:

Multi-step reaction with 4 steps

1: triethylamine / dichloromethane / 0 - 20 °C

2: lithium hydroxide; water / methanol / 1 h / 20 °C

3: collidine / acetonitrile / 0.1 h / 25 °C / Electrolysis; Flow reactor

4: acetonitrile / 20 °C

With water; triethylamine; lithium hydroxide; In methanol; dichloromethane; acetonitrile;

DOI:10.1021/acs.oprd.1c00112

Reference yield:

ethyl 2-[(4-chlorophenyl)amino]-2-oxoacetate (5397-14-8) → 1-(4-chlorophenyl)-3-propylurea (13208-64-5)

Guidance literature:

Multi-step reaction with 3 steps

1: lithium hydroxide; water / methanol / 1 h / 20 °C

2: collidine / acetonitrile / 0.1 h / 25 °C / Electrolysis; Flow reactor

3: acetonitrile / 20 °C

With water; lithium hydroxide; In methanol; acetonitrile;

DOI:10.1021/acs.oprd.1c00112

upstream raw materials:

Propyl isocyanate

4-chloro-aniline

propylamine

p-chlorphenylisocyanate

Downstream raw materials:

N,N'-bis(4-chlorophenyl)urea

1-4-(chlorophenyl)-3-propyl-2,4,5-imidazolidinetrione

Refernces

• 1、 Yang, Chen,Schanne, Francis A.X.,Yoganathan, Sabesan,Stephani, Ralph A.. "Synthesis of N-1′, N-3′-disubstituted spirohydantoins and their anticonvulsant activities in pilocarpine model of temporal lobe epilepsy". . p. 2912 - 2914. Retrieved 2016/06/06.