4-Bromo-N,N,3-trimethylaniline

Base Information

• Chemical Name: 4-Bromo-N,N,3-trimethylaniline
• CAS No.: 50638-50-1
• Molecular Formula: C9H12BrN
• Molecular Weight: 214.105
• Hs Code.: 2921430090
• European Community (EC) Number: 678-245-3
• DSSTox Substance ID: DTXSID80495718
• Wikidata: Q82344000
• Mol file: 50638-50-1.mol

Synonyms:4-Bromo-N,N,3-trimethylaniline;50638-50-1;N,N-Dimethyl 4-bromo-3-methylaniline;4-Bromo-N,N-dimethyl-m-toluidine;6-Brom-3-dimethylaminotoluol;SCHEMBL1883344;DTXSID80495718;DPFVFQHTPIFECX-UHFFFAOYSA-N;MFCD01851099;AKOS016846209;AC-27913;AS-60173;B3133;CS-0207663;D88985;A871489

Chemical Property of 4-Bromo-N,N,3-trimethylaniline

Chemical Property:

• Vapor Pressure: 0.00449mmHg at 25°C
• Melting Point: 54 °C
• Refractive Index: 1.578
• Boiling Point: 148 °C / 17mmHg
• Flash Point: 121.7°C
• PSA: 3.24000
• Density: 1.339g/cm³
• LogP: 2.82350
• Storage Temp.: 2-8°C
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 213.01531
• Heavy Atom Count: 11
• Complexity: 125

Purity/Quality:

97% ^*data from raw suppliers

N,N-Dimethyl-4-bromo-3-methylaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=C(C=CC(=C1)N(C)C)Br
• Uses: N,N-Dimethyl 4-bromo-3-methylaniline is a compound involved in the preparation of pyridinylpyrazoleacetonitriles and pyridinylpyrazoleacetamides as ROS receptor tyrosine kinase inhibitors.

Technology Process of 4-Bromo-N,N,3-trimethylaniline

There total 8 articles about 4-Bromo-N,N,3-trimethylaniline 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: 96.0%

N,N-dimethyl-m-toluidine (121-72-2) → 3-methyl-4-bromo-N,N-dimethylaniline (50638-50-1)

Guidance literature:

With N-Bromosuccinimide; ammonium acetate; In acetonitrile; at 20 ℃; for 12h;

DOI:10.1002/chem.201503596

Reference yield: 91.0%

2,4,4,6-Tetrabromo-2,5-cyclohexanedione + 3-(dimethylamino)benzoic acid methyl ester (16518-64-2) → 3-methyl-4-bromo-N,N-dimethylaniline (50638-50-1)

Guidance literature:

In hexane; dichloromethane;

Reference yield: 66.0%

m-methyl-N,N-dimethylaniline-N-oxide (825-80-9) → 3-methyl-4-bromo-N,N-dimethylaniline (50638-50-1)

Guidance literature:

m-methyl-N,N-dimethylaniline-N-oxide; With sulfurous dibromide; In tetrahydrofuran; at -78 ℃; for 4h; Inert atmosphere;

With triethylamine; In tetrahydrofuran; at -78 - 23 ℃; for 0.75h; regioselective reaction; Inert atmosphere;

DOI:10.1021/acs.joc.8b01590

upstream raw materials:

formaldehyd

3-methyl-2,4,6-tribromoaniline

N,N-dimethyl-m-toluidine

bromine

Downstream raw materials:

5-bromo-2-dimethylamino-4-methyl-benzyl alcohol

4-(dimethylamino)-2-methylbenzoic acid

6-(dimethylamino)-2-(2-(hydroxymethyl)-3-(1-methyl-5-(5-(morpholine-4-carbonyl)pyridin-2-ylamino)-6-oxo-1,6-dihydropyridin-3-yl)phenyl)-3,4-dihydroisoquinolin-1(2H)-one

C₁₃H₁₉N₃O