Benzoylurea

Base Information

• Chemical Name: Benzoylurea
• CAS No.: 614-22-2
• Molecular Formula: C8H8 N2 O2
• Molecular Weight: 164.164
• Hs Code.: 2924299090
• European Community (EC) Number: 210-372-8
• NSC Number: 402028
• UNII: UE5G06JM9D
• DSSTox Substance ID: DTXSID30210317
• Nikkaji Number: J95.770D
• Wikidata: Q56440167
• Metabolomics Workbench ID: 56298
• Mol file: 614-22-2.mol

Synonyms:Benzoylurea;N-carbamoylbenzamide;614-22-2;N-Benzoylurea;1-Benzoylurea;Urea, benzoyl-;Benzoic acid, ureide;N-(aminocarbonyl)benzamide;Benzamide, N-(aminocarbonyl)-;EINECS 210-372-8;NSC 402028;BRN 2045538;UE5G06JM9D;AI3-03751;NSC-402028;Benzamide, N-(aminocarbonyl)- (9CI);N-(Aminocarbonyl)-Benzamid;3-09-00-01115 (Beilstein Handbook Reference);benzoyl urea;benzoyl-urea;Benzoylcarbamide;N-Benzoylurea #;NSC402028;N-carbamoyl benzamide;UNII-UE5G06JM9D;SCHEMBL40525;CHEBI:39416;DTXSID30210317;MFCD00025441;AKOS005207002;SB76032;LS-06931;LS-158910;B0400;CS-0207088;FT-0622763;D88640;A868707;Q56440167;YZM

Chemical Property of Benzoylurea

Chemical Property:

• Melting Point: 209-210°C
• PKA: 10.79±0.46(Predicted)
• PSA: 72.19000
• Density: 1.257g/cm3
• LogP: 1.58630
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 164.058577502
• Heavy Atom Count: 12
• Complexity: 186

Purity/Quality:

98%,99%, ^*data from raw suppliers

Benzoylurea ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)NC(=O)N
• Description: Benzoylureas have some of the most unusual physical properties of any crop protection chemicals. They are all highly crystalline, lipophilic solids with high melting points. Consequently, they have extremely low vapor pressure, very low water-solubility, and their solubility in many organic solvents is also low.

Technology Process of Benzoylurea

There total 47 articles about Benzoylurea 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: 94.0%

benzoyl chloride (98-88-4) + urea (57-13-6) → 1-benzoylurea (614-22-2)

Guidance literature:

With P₂W₁₈O₆₂^(6-)*6H⁽¹⁺⁾*14H₂O; In neat (no solvent); at 20 ℃; for 0.0333333h; Green chemistry;

DOI:10.1080/00304948.2021.1877238

Reference yield: 88.5%

4-(2,2,3,3-tetrafluoro-benzo-1,4-dioxen-6-oxy)-aminobenzene + 2-chlorobenzoyl isocyanate (4461-34-1) → 1-benzoylurea (614-22-2)

Guidance literature:

In toluene; Petroleum ether;

Reference yield: 86.0%

magnesium ethylate (2414-98-4) + benzamide (55-21-0,27208-38-4) + trifluoroacetyl chloride (76-02-8) → methanolysis of N-benzoyl-N'-trichloroacetyl urea + 1-benzoylurea (614-22-2)

Guidance literature:

In methanol; hexane; toluene; acetonitrile;

upstream raw materials:

pyridine

benzoyl chloride

urea

ethyl N-benzoylcarbamate

Downstream raw materials:

5-phenyl-3H-[1,3,4]oxadiazol-2-one

N-benzoyl-N'-chloro-urea

N,N-diphenylurea

benzamide

Refernces

• 1、 Maity, Rajib,Naskar, Sandip,Das, Indrajit. "Copper(II)-Catalyzed Reactions of α-Keto Thioesters with Azides via C-C and C-S Bond Cleavages: Synthesis of N-Acylureas and Amides". . p. 2114 - 2124. Retrieved 2018/02/23.
• 2、 Huang, Wenhua,Xu, Mei-Li. "Synthesis of imides and benzoylureas by direct oxidation of N-methylenes of amides and benzylureas". . p. 77 - 79. Retrieved 2013/04/23.