1-Acetyl-3-phenylurea

Base Information

• Chemical Name: 1-Acetyl-3-phenylurea
• CAS No.: 102-03-4
• Molecular Formula: C9H10 N2 O2
• Molecular Weight: 178.191
• Hs Code.: 2924299090
• European Community (EC) Number: 202-999-0
• NSC Number: 60262
• UNII: 05RQM063WD
• DSSTox Substance ID: DTXSID50144509
• Nikkaji Number: J49.060A
• Wikidata: Q83008753
• Mol file: 102-03-4.mol

Synonyms:N-Acetyl-N'-phenylurea;1-Acetyl-3-phenylurea;102-03-4;N-(phenylcarbamoyl)acetamide;Phenylureidoacetic acid;Urea, 1-acetyl-3-phenyl-;EINECS 202-999-0;Acetamide, N-((phenylamino)carbonyl)-;NSC 60262;Acetamide, N-[(phenylamino)carbonyl]-;BRN 2804759;05RQM063WD;NSC-60262;4-12-00-00747 (Beilstein Handbook Reference);3-acetyl-1-phenylurea;NSC60262;n-acetyl-n-phenylurea;starbld0016651;N-Phenyl-N'-acetylurea;1-Acetyl-3-Phenyl-Ure;WLN: 1VMVMR;1-acetyl-3-phenylurinstof;UNII-05RQM063WD;SCHEMBL2887905;N-ACETYL-N/'-PHENYLUREA;RUPVBKFFZNPEPS-UHFFFAOYSA-;DTXSID50144509;MFCD00026166;AKOS024332127;N-((PHENYLAMINO)CARBONYL)ACETAMIDE;sym-Phenylacetylurea1sym-acetylphenyl urea;LS-158753;J-000550

Chemical Property of 1-Acetyl-3-phenylurea

Chemical Property:

• Melting Point: 183 °C
• Boiling Point: °Cat760mmHg
• PKA: 12.45±0.70(Predicted)
• Flash Point: °C
• PSA: 58.20000
• Density: 1.229g/cm³
• LogP: 1.81850
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 178.074227566
• Heavy Atom Count: 13
• Complexity: 198

Purity/Quality:

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

N-Acetyl-N’-phenylurea ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)NC(=O)NC1=CC=CC=C1
• Uses: N-Acetyl-N’-phenylurea is used in preparation of ureas by condensation of Carbamates with Amines.

Technology Process of 1-Acetyl-3-phenylurea

There total 27 articles about 1-Acetyl-3-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: 85.3%

acetamide (60-35-5) + phenyl isocyanate (103-71-9) → 1-acetyl-3-phenylurea (102-03-4)

Guidance literature:

In 1,4-dioxane; for 2h; Heating;

DOI:10.1002/ardp.19863190908

Reference yield: 78.0%

acetamide (60-35-5) + benzamide (55-21-0,27208-38-4) → 1-acetyl-3-phenylurea (102-03-4)

Guidance literature:

With dibromamine-T; potassium carbonate; In ethyl acetate; at 20 ℃; for 5h; Inert atmosphere;

DOI:10.1016/j.tetlet.2013.07.045

Reference yield: 20.0%

aniline (62-53-3) + 2,4-dioxo-6-methyl-3,4-dihydro-2H-1,3-oxazine (2911-21-9) → phenyl carbamate (64-10-8) + 1-acetyl-3-phenylurea (102-03-4)

Guidance literature:

With triethylamine; In acetonitrile; Heating;

DOI:10.1039/P19930000731

upstream raw materials:

phenyl-1H-tetrazole

acetic anhydride

1-phenyl-pyrimidine-2,4,6-trione

phenyl carbamate

Downstream raw materials:

N-acetyl-N'-(4-sulfamoyl-phenyl)-urea

N³-(4-sulfamoylphenyl)urea

N,N-diphenylurea

N-acetyl-N'-(4-bromo-phenyl)-urea

Refernces

• 1、 Pace, Andrea,Buscemi, Silvestre,Vivona, Nicolo. "Heterocyclic rearrangements in constrained media. A zeolite-directed photorearrangement of 1,2,4-oxadiazoles". . p. 2322 - 2324. Retrieved 2005.
• 2、 Singh, Atul K.,Chawla, Ruchi,Yadav, Lal Dhar S.. "In situ slow release of isocyanates: Synthesis and organocatalytic application of N-acylureas". . p. 5099 - 5102. Retrieved 2013/09/02.