N-Cyclohexyl-N'-phenylurea

Base Information

• Chemical Name: N-Cyclohexyl-N'-phenylurea
• CAS No.: 886-59-9
• Molecular Formula: C13H18N2O
• Molecular Weight: 218.299
• Hs Code.: 2924299090
• NSC Number: 80588
• UNII: WGK69BVU4F
• DSSTox Substance ID: DTXSID90877268
• Nikkaji Number: J590.533H
• Wikidata: Q82859025
• Pharos Ligand ID: D57HZ1NZCBAW
• ChEMBL ID: CHEMBL365939
• Mol file: 886-59-9.mol

Synonyms:1-cyclohexyl-3-phenylurea;N-CYCLOHEXYL-N'-PHENYLUREA;886-59-9;Urea, N-cyclohexyl-N'-phenyl-;WGK69BVU4F;1-phenyl-3-cyclohexylurea;1-Cyclohexyl-3-phenyl-urea;CHEMBL365939;NSC-80588;NSC80588;UNII-WGK69BVU4F;CBMicro_019203;3-cyclohexyl-1-phenylurea;D0C5GW;Cambridge id 5353538;1-cyclohexyl 3-phenyl urea;MLS000532450;SCHEMBL812273;N-Cyclohexyl-N'-phenylurea #;DTXSID90877268;3-PHENYL-1-CYCLOHEXYLUREA;HMS1775L19;HMS2169M05;HMS3323I20;CCG-7124;BDBM50167056;NSC 80588;AKOS001021945;NCGC00245596-01;PD179555;SMR000137401;BIM-0019199.P001;AB00277117-10;US8815951, 21;EN300-10845868;SR-01000206566;SR-01000206566-1;Z44585885

Chemical Property of N-Cyclohexyl-N'-phenylurea

Chemical Property:

• Vapor Pressure: 0.000135mmHg at 25°C
• Melting Point: 182 °C(Solv: acetone (67-64-1))
• Boiling Point: 333.6°Cat760mmHg
• PKA: 12.36±0.20(Predicted)
• Flash Point: 125°C
• PSA: 41.13000
• Density: 1.09g/cm³
• LogP: 3.60470
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 218.141913202
• Heavy Atom Count: 16
• Complexity: 218

Purity/Quality:

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

1-CYCLOHEXYL-3-PHENYLUREA AldrichCPR ^*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: C1CCC(CC1)NC(=O)NC2=CC=CC=C2

Technology Process of N-Cyclohexyl-N'-phenylurea

There total 59 articles about N-Cyclohexyl-N'-phenylurea 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: 100.0%

2,2,2-trichloroethyl-N-phenyl carbamate (42864-21-1) + cyclohexylamine (108-91-8,157973-60-9) → N-cyclohexyl-N'-phenylurea (886-59-9)

Guidance literature:

In tetrahydrofuran; at 80 ℃; for 30h; under 6000480 Torr;

DOI:10.1016/j.tetlet.2005.11.045

Reference yield: 99.0%

carbon monoxide (201230-82-2) + cyclohexylamine (108-91-8,157973-60-9) + nitrobenzene (98-95-3,26969-40-4) → N-cyclohexyl-N'-phenylurea (886-59-9)

Guidance literature:

cyclohexylamine; nitrobenzene; In methanol; N,N-dimethyl-formamide; for 0.166667h;

carbon monoxide; With iron(III) chloride; In methanol; N,N-dimethyl-formamide; at 90 ℃; for 5h; under 3040.2 Torr; Autoclave;

DOI:10.1039/c8nj00475g

Reference yield: 97.0%

Cyclohexyl isocyanate (3173-53-3) + aniline (62-53-3) → N-cyclohexyl-N'-phenylurea (886-59-9)

Guidance literature:

In hexane; at 20 ℃;

DOI:10.1016/S0006-2952(02)00952-8

upstream raw materials:

diethyl ether

N-(cyclohexyl)benzothiazole-2-sulfenamide

phenyl isocyanate

cyclohexylamine

Downstream raw materials:

1-[4-(4-aminomethyl-piperidine-1-sulfonyl)-phenyl]-3-cyclohexyl-urea

5,6-diamino-3-cyclohexyl-1-phenyl-1H-pyrimidine-2,4-dione

Refernces

• 1、 Li, Jian,He, Wang,Lei, Pan,Song, Jiacheng,Huo, Jiyou,Wei, Hongbo,Bai, Hongjin,Xie, Weiqing. "2,2,2-Trifluroenthanol promoted synthesis of unsymmetrical ureas from dioxazolones and amines via tandem lossen rearrangement/condensation process". supporting information. p. 3590 - 3600. Retrieved 2021/10/07.
• 2、 Babu, Sakamuri Sarath,Shahid,Gopinath, Purushothaman. "Dual palladium-photoredox catalyzed chemoselective C-H arylation of phenylureas". supporting information. p. 5985 - 5988. Retrieved 2020/06/04.