3,4-Dibromo-5-methoxyaniline

Base Information

• Chemical Name: 3,4-Dibromo-5-methoxyaniline
• CAS No.: 95970-21-1
• Molecular Formula: C7H7Br2NO
• Molecular Weight: 280.947
• DSSTox Substance ID: DTXSID501302567
• Mol file: 95970-21-1.mol

Synonyms:3,4-Dibromo-5-methoxyaniline;95970-21-1;5-amino-2,3-dibromoanisole;3,4-Dibromo-5-methoxybenzenamine;DTXSID501302567

Chemical Property of 3,4-Dibromo-5-methoxyaniline

Chemical Property:

• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 280.88739
• Heavy Atom Count: 11
• Complexity: 134

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3,4-Dibromo-5-methoxyaniline

There total 3 articles about 3,4-Dibromo-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: 58.0%

5-Nitro-2,3-dibromoanisole (95970-20-0) → 5-Amino-2,3-dibromoanisole (95970-21-1)

Guidance literature:

With hydrogenchloride; iron; In acetic acid; at 50 ℃; for 6h;

Reference yield:

2-bromo-6-methoxy-4-nitro-phenylamine (16618-66-9) → 5-Amino-2,3-dibromoanisole (95970-21-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) aq. H₂SO₄, NaNO₂, 2.) Cu₂Br₂, CuSO₄, conc. HBr; / 1.) -5 deg C, 5 min, 2.) 0 deg C, 3.) 1-5 deg C, 1.5 h, 4.) 50 deg C, 30 min;

2: 58 percent / Fe fillings, conc. HCl / acetic acid / 6 h / 50 °C

With copper(I) bromide; hydrogenchloride; sulfuric acid; hydrogen bromide; iron; copper(II) sulfate; sodium nitrite; In acetic acid;

Reference yield:

2-methoxy-4-nitrophenylamine (97-52-9) → 5-Amino-2,3-dibromoanisole (95970-21-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 83 percent / Br₂ / acetic acid / 0.33 h / 20 °C

2: 1.) aq. H₂SO₄, NaNO₂, 2.) Cu₂Br₂, CuSO₄, conc. HBr; / 1.) -5 deg C, 5 min, 2.) 0 deg C, 3.) 1-5 deg C, 1.5 h, 4.) 50 deg C, 30 min;

3: 58 percent / Fe fillings, conc. HCl / acetic acid / 6 h / 50 °C

With copper(I) bromide; hydrogenchloride; sulfuric acid; hydrogen bromide; bromine; iron; copper(II) sulfate; sodium nitrite; In acetic acid;

upstream raw materials:

5-Nitro-2,3-dibromoanisole

2-bromo-6-methoxy-4-nitro-phenylamine

2-methoxy-4-nitrophenylamine

Downstream raw materials:

1,2-dibromo-3-methoxybenzene

Refernces