4-BROMO-2,6-DIETHYLANILINE

Base Information

• Chemical Name: 4-BROMO-2,6-DIETHYLANILINE
• CAS No.: 56746-19-1
• Molecular Formula: C10H14BrN
• Molecular Weight: 228.132
• Hs Code.: 2921420090
• Mol file: 56746-19-1.mol

Synonyms:2,6-Diethyl-4-bromoaniline;4-Bromo-2,6-diethylaniline;Aniline,4-bromo-2,6-diethyl- (6CI);

Chemical Property of 4-BROMO-2,6-DIETHYLANILINE

Chemical Property:

• Refractive Index: 1.5830-1.5850
• Boiling Point: 292.7 °C at 760 mmHg
• PKA: 3.43±0.10(Predicted)
• Flash Point: 130.8 °C
• PSA: 26.02000
• Density: 1.314 g/cm³
• LogP: 3.73730
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

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

4-Bromo-2,6-diethylaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T,Xn,F
• Hazard Codes: T,Xn,F

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-Bromo-2,6-diethylaniline is used in the synthesis of substituted indazole and benzoxazolone amino acids as D-tyrosine surrogates in highly potent calcitonis gene-related peptide (CGRP) receptor antagonists.

Technology Process of 4-BROMO-2,6-DIETHYLANILINE

There total 3 articles about 4-BROMO-2,6-DIETHYLANILINE 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%

2,6-diethylaniline (579-66-8) → 4-bromo-2,6-diethylaniline (56746-19-1)

Guidance literature:

With hydrogen bromide; dimethyl sulfoxide; In water; at 0 - 20 ℃; for 168h; Inert atmosphere; Schlenk technique;

DOI:10.1039/c8dt03630f

Reference yield:

potassium phosphate monohydrate + dicyclohexyl (2',6'-dimethoxy-biphenyl-2-yl)phosphine + fac-tris[N-(2,6-diisopropyl-4-phenyl phenyl)-2-phenylimidazole]iridium + 1-(4-bromo-2,6-diethylphenyl)-2-phenyl-1H-imidazole (1272455-68-1) + 1-(3,5-diethylbiphenyl-4-yl)-2-phenyl-1H-imidazole (1272455-69-2) + 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran (96042-30-7) + phenylboronic acid (98-80-6) → 4-bromo-2,6-diethylaniline (56746-19-1)

Guidance literature:

tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In dichloromethane; water; toluene;

Reference yield:

(4-Bromo-2,6-diethyl-phenyl)-methylene-amine → N-methyl-N-(2,6-diethylphenyl)amine (24544-05-6) + 4-bromo-2,6-diethylaniline (56746-19-1) + N-methyl-2,6-diethyl-4-bromoaniline + N,N-dimethyl-2,6-diethyl-4-bromoaniline (320340-89-4)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; Further byproducts given; Heating;

upstream raw materials:

2,6-diethylaniline

1-(4-bromo-2,6-diethylphenyl)-2-phenyl-1H-imidazole

1-(3,5-diethylbiphenyl-4-yl)-2-phenyl-1H-imidazole

4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran

Downstream raw materials:

N,N-dimethyl-2,6-diethyl-4-bromoaniline

1-(4-bromo-2,6-diethylphenyl)-2-phenyl-1H-imidazole

4-amino-3,5-diethylbenzonitrile

methyl 4-amino-3,5-diethylbenzoate

Refernces

• 1、 Grell, Toni,Hey-Hawkins, Evamarie,Hoy, Reinhard,L?nnecke, Peter. "Selective formation of a supramolecular coordination complex in the nanometre scale with a ferrocene-based phospholane ligand". . p. 9200 - 9203. Retrieved 2021.
• 2、 Okumura, Shogo,Ebara, Tomohiro,Semba, Kazuhiko,Nakao, Yoshiaki. "Synthesis of N-heterocyclic carbene ligands for site-selective C-H alkylation by cooperative nickel/aluminum catalysis". . p. 1128 - 1144. Retrieved 2019/08/01.