1,3-Dibenzylurea

Base Information

• Chemical Name: 1,3-Dibenzylurea
• CAS No.: 1466-67-7
• Molecular Formula: C15H16 N2 O
• Molecular Weight: 240.305
• Hs Code.: 2924299090
• European Community (EC) Number: 215-984-9
• NSC Number: 408007
• UNII: ZV725XJ34V
• DSSTox Substance ID: DTXSID3061710
• Nikkaji Number: J80.122D
• Wikidata: Q81989615
• Metabolomics Workbench ID: 140063
• ChEMBL ID: CHEMBL504463
• Mol file: 1466-67-7.mol

Synonyms:1,3-Dibenzylurea;1466-67-7;N,N'-Dibenzylurea;Urea, N,N'-bis(phenylmethyl)-;sym-Dibenzylurea;1,3-dibenzyl urea;1,3-Dibenzyl-urea;CHEMBL504463;ZV725XJ34V;EINECS 215-984-9;NSC 408007;NSC-408007;AI3-19855;dibenzylurea;NSC408007;1,3-bis(benzyl)urea;N,N'-Dibenzylharnstoff;D0GL2X;UNII-ZV725XJ34V;Oprea1_448978;Urea,N'-bis(phenylmethyl)-;SCHEMBL714625;DTXSID3061710;HMS1697A06;N,N'-BIS(PHENYLMETHYL)UREA;AMY18868;BAA46667;BBL104302;BDBM50248768;CCG-48904;MFCD00276302;STK008269;AKOS000312988;AB89805;FS-5664;CS-0149842;EN300-04024;W13186;10.14272/KATOLVAXCGIBLO-UHFFFAOYSA-N.1;A909424;doi:10.14272/KATOLVAXCGIBLO-UHFFFAOYSA-N.1;SR-01000638399-1;Z56896289

Chemical Property of 1,3-Dibenzylurea

Chemical Property:

• Vapor Pressure: 2.94E-09mmHg at 25°C
• Boiling Point: 476.9°Cat760mmHg
• Flash Point: 191.6°C
• PSA: 41.13000
• Density: 1.121g/cm³
• LogP: 3.46780
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 240.126263138
• Heavy Atom Count: 18
• Complexity: 219

Purity/Quality:

99% ^*data from raw suppliers

1,3-Dibenzylurea ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CNC(=O)NCC2=CC=CC=C2

Technology Process of 1,3-Dibenzylurea

There total 202 articles about 1,3-Dibenzylurea 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: 62.0%

benzylamine (100-46-9) → BPA (80-05-7) + 1,3-dibenzylurea (1466-67-7)

Guidance literature:

In water; isopropyl alcohol; at 80 ℃; for 12h; Solvent; Temperature; Green chemistry;

DOI:10.1039/c4ra14319a

Reference yield: 35.7%

carbon monoxide (201230-82-2) + benzylamine (100-46-9) → N-phenyl-N'-benzylurea (1467-21-6) + 1,3-dibenzylurea (1466-67-7) + bis(diphenyl)urea (102-07-8)

Guidance literature:

With selenium; nitrobenzene; triethylamine; In toluene; at 150 - 160 ℃; for 1.5h;

DOI:10.1016/S0040-4039(99)00890-4

Reference yield: 16.0%

(R)-3-Benzyl-4-isopropyl-1,1-dioxo-1λ6-thiazolidin-2-one (158554-93-9) → 1,3-dibenzylurea (1466-67-7) + N-benzylidene benzylamine (780-25-6) + 3-Methyl-1-butene (563-45-1) + benzonitrile (100-47-0) + 1,1'-(1,2-ethanediyl)bisbenzene (103-29-7) + isobutyraldehyde (78-84-2)

Guidance literature:

at 650 ℃; for 2.77778E-06h; under 0.001 - 0.002 Torr; Product distribution; other products of flash vacuum pyrolysis;

upstream raw materials:

4-ethyl-2-oxazolidinone

benzylamine

ethyl isodehydroacetate

1,3-dinitroso-imidazolidin-2-one

Downstream raw materials:

benzyl isothiocyanate

benzylamine

1-(phenylmethyl)-2,5-pyrrolidinedione

1,3-dibenzyl-dihydro-[1,3]diazepine-2,4,7-trione

Refernces

• 1、 Truong, Cong Chien,Kim, Jin,Lee, Yunho,Kim, Yong Jin. "Well-Defined Cesium Benzotriazolide as an Active Catalyst for Generating Disubstituted Ureas from Carbon Dioxide and Amines". . p. 247 - 252. Retrieved 2017.
• 2、 Kambe, Nobuaki,Kondo, Kiyoshi,Ishii, Hideo,Sonoda, Noboru. "Tellurium-catalyzed Carbonylation of Amines with Carbon Monoxide". . p. 1460 - 1464. Retrieved 1981.
• 3、 Armstrong III, Joseph D.,Wolfe, Chad N.,Keller, Jennifer L.,Lynch, Joseph,Bhupathy,Volante,De Vita, Robert J.. "A novel synthesis of disubstituted ureas using titanium(IV) isopropoxide and sodium borohydride". . p. 1531 - 1532. Retrieved 1997.
• 4、 Downey, Joseph,Bongarzone, Salvatore,Hader, Stefan,Gee, Antony D.. "In-loop flow [11C]CO2 fixation and radiosynthesis of N,N′-[11C]dibenzylurea". . p. 263 - 271. Retrieved 2018.
• 5、 Cartmell, Christopher,Evans, Daniel M.,Elwood, Jessica M.L.,Fituri, Hisham S.,Murphy, Patrick J.,Caspari, Thomas,Poniedzia?ek, Barbara,Rzymski, Piotr. "Synthetic analogues of cyanobacterial alkaloid cylindrospermopsin and their toxicological activity". . p. 172 - 181. Retrieved 2017.
• 6、 Rosenthal,O'Donnell. "". . p. 457. Retrieved 1960.
• 7、 Schirbel,Holschbach,Coenen. "N.C.A [11C]CO2 as a safe substitute for phosgene in the carbonylation of primary amines". . p. 537 - 551. Retrieved 1999.
• 8、 Argabright et al.. "". . p. 3261. Retrieved 1967.
• 9、 Sinitsyna, Anastasia A.,Il’yasov, Sergey G.,Chikina, Maya V.,Eltsov, Ilia V.,Nefedov, Andrey A.. "A search for synthetic routes to tetrabenzylglycoluril". . p. 1019 - 1025. Retrieved 2020.
• 10、 Artuso, Emma,Carvoli, Gianni,Degani, Iacopo,Fochi, Rita,Magistris, Claudio. "A general, facile, and safe procedure for the preparation of S-methyl N-alkylthiocarbamates by methylthiocarbonylation of primary aliphatic amines with S,S-dimethyl dithiocarbonate". . p. 1096 - 1102. Retrieved 2007.