2,4-Dibromo-6-methoxyaniline

Base Information

• Chemical Name: 2,4-Dibromo-6-methoxyaniline
• CAS No.: 88149-47-7
• Molecular Formula: C7H7 Br2 N O
• Molecular Weight: 280.947
• Hs Code.: 2922299090
• European Community (EC) Number: 874-457-7
• DSSTox Substance ID: DTXSID50529195
• Wikidata: Q82399433
• Mol file: 88149-47-7.mol

Synonyms:2,4-DIBROMO-6-METHOXYANILINE;88149-47-7;Benzenamine,2,4-dibromo-6-methoxy-;3,5-Dibrom-2-Aminoanisol;SCHEMBL5946197;DTXSID50529195;MFCD11977394;AKOS015835095;Benzenamine, 2,4-dibromo-6-methoxy-;DS-3686;CS-0211249;EN300-253680;W15216;A842480

Chemical Property of 2,4-Dibromo-6-methoxyaniline

Chemical Property:

• PSA: 35.25000
• LogP: 3.38360
• 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:

99%min ^*data from raw suppliers

2,4-Dibromo-6-methoxyaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2,4-Dibromo-6-methoxyaniline

There total 6 articles about 2,4-Dibromo-6-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: 90.0%

4-bromo-2-methoxyaniline (59557-91-4) → 2,4-dibromo-6-methoxyaniline (88149-47-7)

Guidance literature:

With bromine; In tetrachloromethane; at 20 ℃; Cooling with ice;

DOI:10.1134/S1070427209090122

Reference yield: 83.0%

2-methoxy-phenylamine (90-04-0) → 4-bromo-2-methoxyaniline (59557-91-4) + 2,4-dibromo-6-methoxyaniline (88149-47-7)

Guidance literature:

With 2,4,4,6-tetrabromocyclohexadione; In dichloromethane; at -10 - 20 ℃;

DOI:10.1016/j.tet.2011.05.128

Reference yield: 68.0%

2-methoxy-phenylamine (90-04-0) → 2,4-dibromo-6-methoxyaniline (88149-47-7)

Guidance literature:

With benzyltrimethylammonium tribromide; calcium carbonate; In methanol; dichloromethane; for 0.5h; Ambient temperature;

DOI:10.1246/bcsj.61.597

upstream raw materials:

2-methoxy-phenylamine

acetic acid

bromine

4-bromo-2-methoxyaniline

Downstream raw materials:

2-methoxy-4,6-dibromophenylisothiocyanate

2-amino-4-methyl-1-(2,4-dibromo-6-methoxyphenyl)pyrrole-3-carbonitrile

acetic acid-(2,4-dibromo-6-methoxy-3,5-dinitro-anilide)

2-Bromo-6-methoxyacetanilide

Refernces

• 1、 Malik, Qasim M.,Ijaz, Sadia,Craig, Donald C.,Try, Andrew C.. "Synthesis and reactivity of dimethoxy-functionalised Troeger's base analogues". experimental part. p. 5798 - 5805. Retrieved 2011/08/21.
• 2、 Chretien, Jean-Mathieu,Zammattio, Francoise,Le Grognec, Erwan,Paris, Michael,Cahingt, Blanche,Montavon, Gilles,Quintard, Jean-Paul. "Polymer-supported organotin reagents for regioselective halogenation of aromatic amines". . p. 2870 - 2873. Retrieved 2007/10/03.