3-(4-Bromophenyl)-1,1-dimethylurea

Base Information

• Chemical Name: 3-(4-Bromophenyl)-1,1-dimethylurea
• CAS No.: 3408-97-7
• Molecular Formula: C9H11 Br N2 O
• Molecular Weight: 243.103
• Hs Code.: 2924299090
• European Community (EC) Number: 667-524-5
• NSC Number: 190789
• UNII: 9KF9TY8VLW
• DSSTox Substance ID: DTXSID10187679
• Nikkaji Number: J554.034H
• Wikidata: Q83059392
• ChEMBL ID: CHEMBL2271009
• Mol file: 3408-97-7.mol

Synonyms:bromuron;3408-97-7;3-(4-bromophenyl)-1,1-dimethylurea;1-(4-bromophenyl)-3,3-dimethylurea;9KF9TY8VLW;Urea, N'-(4-bromophenyl)-N,N-dimethyl-;NSC 190789;NSC-190789;C9H11BrN2O;NSC190789;UNII-9KF9TY8VLW;SCHEMBL148345;CHEMBL2271009;DTXSID10187679;GSNZNZUNAJCHDO-UHFFFAOYSA-N;1,1-Dimethyl-3-(4-bromophenyl)urea;AKOS002243065;N-(4-bromophenyl)-N',N'-dimethylurea;FT-0634842;N'-(4-BROMOPHENYL)-N,N-DIMETHYLUREA;EN300-24506932;SR-01000014928;A1-10453;p-methoxy-N,alpha-dimethylphenethylaminehydrochloride;SR-01000014928-1;Z208334010

Chemical Property of 3-(4-Bromophenyl)-1,1-dimethylurea

Chemical Property:

• Vapor Pressure: 7.58E-06mmHg at 25°C
• Melting Point: 1.5-170.0 °C
• Boiling Point: 375.8°Cat760mmHg
• PKA: 14.22±0.70(Predicted)
• Flash Point: 181.1°C
• PSA: 32.34000
• Density: 1.496g/cm³
• LogP: 2.61560
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 242.00548
• Heavy Atom Count: 13
• Complexity: 177

Purity/Quality:

99% ^*data from raw suppliers

1-(4-Bromophenyl)-3,3-dimethylurea 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)C(=O)NC1=CC=C(C=C1)Br

Technology Process of 3-(4-Bromophenyl)-1,1-dimethylurea

There total 7 articles about 3-(4-Bromophenyl)-1,1-dimethylurea 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: 86.0%

d6-dimethylamine hydrochloride (53170-19-7) + 4-bromophenyl isocyanate (2493-02-9) → N'-(4-bromophenyl)-N,N-dimethylurea (3408-97-7)

Guidance literature:

d6-dimethylamine hydrochloride; 4-bromophenyl isocyanate; In dichloromethane; for 0.333333h; Inert atmosphere;

With triethylamine; In dichloromethane; at 20 ℃; for 16h;

Reference yield: 70.0%

4-bromo-aniline (106-40-1) + N,N-Dimethylcarbamoyl chloride (79-44-7) → N'-(4-bromophenyl)-N,N-dimethylurea (3408-97-7)

Guidance literature:

With pyridine; dmap; at 20 ℃; for 16h; Cooling with ice;

DOI:10.1002/chem.201404000

Reference yield: 64.0%

fenuron (101-42-8) → N'-(4-bromophenyl)-N,N-dimethylurea (3408-97-7) + N'-(2-Bromophenyl)-N,N-dimethylurea (81106-50-5)

Guidance literature:

With [bis(acetoxy)iodo]benzene; trifluoroacetic acid; potassium bromide; In acetone; at 20 ℃; Reagent/catalyst; Solvent; Temperature; regioselective reaction;

DOI:10.1016/j.tet.2019.130621

upstream raw materials:

4-bromophenyl isocyanate

dimethyl amine

N,N,N',N'-tetramethylsulfurous acid diamine

phenyl isocyanate

Downstream raw materials:

3-(4-dimethylureidophenyl)pyridine

3-phenylpyridine

4-pyridin-3-ylaniline

methyl 5-bromo-2-(3,3-dimethylureido)benzoate

Refernces

• 1、 Wang, Chun-Meng,Tang, Kai-Xiang,Gao, Tian-Hong,Chen, Lin,Sun, Li-Ping. "Cu(II)-Catalyzed Ortho-C-H Nitration of Aryl Ureas by C-H Functionalization". . p. 8315 - 8321. Retrieved 2018/07/15.
• 2、 -. "Synthesis method of phenylurea herbicide or deuteration-labeled phenylurea herbicide". Paragraph 0143; 0144; 0145. . Retrieved 2017/02/17.