1-(3,4-Dichlorophenyl)urea

Base Information

• Chemical Name: 1-(3,4-Dichlorophenyl)urea
• CAS No.: 2327-02-8
• Molecular Formula: C7H6Cl2N2O
• Molecular Weight: 205.043
• Hs Code.: 2924299090
• European Community (EC) Number: 622-620-6
• DSSTox Substance ID: DTXSID2041468
• Nikkaji Number: J124.917G
• Wikidata: Q27156847
• ChEMBL ID: CHEMBL3182746
• Mol file: 2327-02-8.mol

Synonyms:3,4-dichlorophenylurea

Chemical Property of 1-(3,4-Dichlorophenyl)urea

Chemical Property:

• Vapor Pressure: 0.00101mmHg at 25°C
• Melting Point: 155.6-156.3 °C
• Refractive Index: 1.658
• Boiling Point: 302.2 °C at 760 mmHg
• PKA: 13.45±0.70(Predicted)
• Flash Point: 136.5 °C
• PSA: 55.12000
• Density: 1.534 g/cm³
• LogP: 3.25730
• Storage Temp.: 2-8°C
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 203.9857182
• Heavy Atom Count: 12
• Complexity: 177

Purity/Quality:

99%, ^*data from raw suppliers

Didemethyldiuron ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C=C1NC(=O)N)Cl)Cl
• Uses: Didemethyldiuron acts as a reagent in the synthesis of hydatoin derivatives with anticonvulsant properties. Derivative of Diuron (D494415), a phenyl urea herbicide. Pre-emergent herbicide.

Technology Process of 1-(3,4-Dichlorophenyl)urea

There total 15 articles about 1-(3,4-Dichlorophenyl)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: 76.0%

C15H22Cl2N2O → 3,4-dichlorophenylurea (2327-02-8)

Guidance literature:

With trifluoroacetic acid; at 80 ℃; for 2h;

DOI:10.1021/acs.orglett.1c03468

Reference yield: 72.0%

potassium cyanate (590-28-3) + m,p-dichloroaniline (95-76-1) → 3,4-dichlorophenylurea (2327-02-8)

Guidance literature:

With hydrogenchloride; In water; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1039/c8ra03761b

Reference yield: 66.0%

1,2-dichloro-benzene (95-50-1) + urea (57-13-6) → 3,4-dichlorophenylurea (2327-02-8)

Guidance literature:

With tert.-butylnitrite; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In acetonitrile; at 25 ℃; for 24h; Irradiation;

DOI:10.1002/chem.201705442

upstream raw materials:

3,4-dichlorophenylisocyanate

1-(3,4-Dichloro-phenyl)-3-[3,5,5-trimethyl-2-thioxo-thiazolidin-(4Z)-ylidene]-urea

1-(3,4-Dichloro-phenyl)-3-[3,4,4-trimethyl-2-thioxo-thiazolidin-(5Z)-ylidene]-urea

C₁₃H₁₅Cl₂N₃O₂S₂

Downstream raw materials:

N-(5-chloro-2-hydroxy-phenyl)-N'-(3,4-dichloro-phenyl)-urea

1-(3,4-Dichloro-phenyl)-3-(3,5,5-trimethyl-2-oxo-thiazolidin-4-yl)-urea

DCMU

1-(3,4-dichlorophenyl)-3-(pyridin-2-yl)urea

Refernces

• 1、 Li, Jing,Wang, Xiaoyu,Wang, Zhanwei,Shi, Yian. "A Cu-Promoted C-N Coupling of Boron Esters and Diaziridinone: An Approach to Aryl Ureas". supporting information. p. 8958 - 8962. Retrieved 2021/11/24.
• 2、 Yasui, Rei,Seto, Yoshiya,Ito, Shinsaku,Kawada, Kojiro,Itto-Nakama, Kaori,Mashiguchi, Kiyoshi,Yamaguchi, Shinjiro. "Chemical screening of novel strigolactone agonists that specifically interact with DWARF14 protein". supporting information. p. 938 - 942. Retrieved 2019/02/09.