2-BROMO-4-METHYL-6-IODOANILINE

Base Information

• Chemical Name: 2-BROMO-4-METHYL-6-IODOANILINE
• CAS No.: 289038-12-6
• Molecular Formula: C7H7BrIN
• Molecular Weight: 311.948
• Mol file: 289038-12-6.mol

Synonyms:2-BROMO-4-METHYL-6-IODOANILINE;2-BROMO-6-IODO-4-METHYLANILINE

Chemical Property of 2-BROMO-4-METHYL-6-IODOANILINE

Chemical Property:

• Boiling Point: 304.8±42.0 °C(Predicted)
• PKA: 0.91±0.10(Predicted)
• PSA: 26.02000
• Density: 2.133±0.06 g/cm3(Predicted)
• LogP: 3.52550
• Storage Temp.: 2-8°C

Purity/Quality:

98% ^*data from raw suppliers

2-Bromo-6-iodo-4-methylaniline 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-BROMO-4-METHYL-6-IODOANILINE

There total 3 articles about 2-BROMO-4-METHYL-6-IODOANILINE 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: 98.0%

2-bromo-p-toluidine (583-68-6) → 2-bromo-6-iodo-4-methylaniline (289038-12-6)

Guidance literature:

With iodine; silver sulfate; In ethanol; at 20 ℃;

DOI:10.1016/j.tet.2015.10.002

Reference yield:

acryloyl chloride (814-68-6,25189-84-8) + (2-bromo-6-iodo-4-methyl-phenyl)-methyl-amine → 2-bromo-6-iodo-4-methylaniline (289038-12-6) + N-(2-bromo-6-iodo-4-methyl-phenyl)-N-methyl-acrylamide

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃;

DOI:10.1016/j.tet.2004.05.116

Reference yield:

p-toluidine (106-49-0,12221-03-3) → 2-bromo-6-iodo-4-methylaniline (289038-12-6)

Guidance literature:

Multi-step reaction with 2 steps

1: N-Bromosuccinimide; aluminum (III) chloride / dichloromethane / 20 °C

2: iodine; silver sulfate / ethanol / 20 °C

With aluminum (III) chloride; N-Bromosuccinimide; iodine; silver sulfate; In ethanol; dichloromethane;

DOI:10.1016/j.tet.2015.10.002

upstream raw materials:

acryloyl chloride

2-bromo-p-toluidine

p-toluidine

Downstream raw materials:

tert-butyl 2-bromo-6-iodo-4-methylphenylcarbamate

N-(2-bromo-6-iodo-4-methylphenyl)acetamide

Refernces

• 1、 Cacchi, Sandro,Fabrizi, Giancarlo,Goggiamani, Antonella,Iazzetti, Antonia,Verdiglione, Rosanna. "A facile palladium-catalyzed route to 2,5,7-trisubstituted indoles". . p. 9346 - 9356. Retrieved 2015/11/27.
• 2、 Petit, Marc,Geib, Steven J.,Curran, Dennis P.. "Asymmetric reactions of axially chiral amides: Use of removable ortho-substituents in radical cyclizations of o-iodoacrylanilides and N-allyl-N-o-iodoacrylamides". . p. 7543 - 7552. Retrieved 2007/10/03.