2-Bromo-4-chloro-5-methoxyaniline

Base Information

• Chemical Name: 2-Bromo-4-chloro-5-methoxyaniline
• CAS No.: 98446-57-2
• Molecular Formula: C₇H₇BrClNO
• Molecular Weight: 236.496
• Hs Code.: 2922299090
• European Community (EC) Number: 875-145-3
• DSSTox Substance ID: DTXSID70563899
• Nikkaji Number: J373.456K
• Wikidata: Q82448405
• Mol file: 98446-57-2.mol

Synonyms:2-BROMO-4-CHLORO-5-METHOXYANILINE;98446-57-2;Benzenamine, 2-bromo-4-chloro-5-methoxy-;SCHEMBL3344863;DTXSID70563899;DAFZNHUYTYCENX-UHFFFAOYSA-N;MFCD22199647;AKOS024232819;AS-38872;CS-0210814;EN300-1709535;Z1618026318

Chemical Property of 2-Bromo-4-chloro-5-methoxyaniline

Chemical Property:

• Melting Point: 52-53 °C
• Boiling Point: 311.7±37.0 °C(Predicted)
• PKA: 1.48±0.10(Predicted)
• PSA: 35.25000
• Density: 1.643±0.06 g/cm3(Predicted)
• LogP: 3.27450
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 234.93995
• Heavy Atom Count: 11
• Complexity: 136

Purity/Quality:

97% ^*data from raw suppliers

2-Bromo-4-chloro-5-methoxyaniline 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C(=C1)N)Br)Cl

Technology Process of 2-Bromo-4-chloro-5-methoxyaniline

There total 1 articles about 2-Bromo-4-chloro-5-methoxyaniline 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:

2-chloro-5-nitroanisole (1009-36-5) → 2-bromo-4-chloro-5-methoxyaniline (98446-57-2)

Guidance literature:

Multi-step reaction with 2 steps

1: tin(II) chloride dihdyrate / ethanol / 4 h / Reflux

2: tetrabutylammomium bromide / dichloromethane; methanol / 0.33 h / 20 °C

With tin(II) chloride dihdyrate; tetrabutylammomium bromide; In methanol; ethanol; dichloromethane;

DOI:10.1021/acs.jmedchem.5b00365

Reference yield:

2-bromo-4-chloro-5-methoxyaniline (98446-57-2) → (2S)-N-(2-bromo-4-chloro-5-methoxyphenyl)-2-(4-fluorophenyl)-4-oxo-2,3-dihydropyridine-1-carboxamide (1232685-97-0)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine; dmap / toluene / 3 h / 20 °C

2: n-butyllithium / tetrahydrofuran / 3.5 h / -40 - 20 °C

With pyridine; dmap; n-butyllithium; In tetrahydrofuran; toluene;

DOI:10.1021/acs.jmedchem.5b00365

Reference yield:

2-bromo-4-chloro-5-methoxyaniline (98446-57-2) → N-(2-bromo-4-chloro-5-methoxyphenyl)-4-oxo-2-phenyl-2,3-dihydropyridine-1-carboxamide (1232685-94-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: pyridine; dmap / toluene / 3 h / 20 °C

2.1: n-butyllithium / tetrahydrofuran / 0.5 h / -40 °C

2.2: 2.25 h / -40 - 20 °C

With pyridine; dmap; n-butyllithium; In tetrahydrofuran; toluene;

DOI:10.1021/acs.jmedchem.5b00365

upstream raw materials:

2-chloro-5-nitroanisole

Downstream raw materials:

(2S)-N-(2-bromo-4-chloro-5-methoxyphenyl)-2-(4-fluorophenyl)-4-oxo-2,3-dihydropyridine-1-carboxamide

N-(2-bromo-4-chloro-5-methoxyphenyl)-4-oxo-2-phenyl-2,3-dihydropyridine-1-carboxamide

(2S)-N-(2-bromo-4-chloro-5-methoxyphenyl)-4-oxo-2-phenyl-2,3-dihydropyridine-1-carboxamide