4-Bromo-2-methoxyaniline

Base Information

• Chemical Name: 4-Bromo-2-methoxyaniline
• CAS No.: 59557-91-4
• Molecular Formula: C7H8BrNO
• Molecular Weight: 202.051
• Hs Code.: 2922299090
• European Community (EC) Number: 641-300-7
• DSSTox Substance ID: DTXSID50332621
• Nikkaji Number: J1.108.476A
• Wikidata: Q72446033
• ChEMBL ID: CHEMBL4991363
• Mol file: 59557-91-4.mol

Synonyms:4-bromo-2-methoxyaniline;59557-91-4;4-Bromo-2-methoxy-phenylamine;2-Amino-5-bromoanisole;2-methoxy-4-bromoaniline;4-Bromo-o-anisidine;4-bromo-2-methoxyphenylamine;4-bromo-2-methoxy-aniline;Benzenamine, 4-bromo-2-methoxy-;MFCD01204266;4-bromo-2-methoxy aniline;CYCLOHEXANESULFAMICACID;4-bromo-2-methoxybenzenamine;SCHEMBL155113;4-bromo-2-(methyloxy)aniline;CHEMBL4991363;DTXSID50332621;(4-bromo-2-methoxy-phenyl)-amine;STL194301;4-Bromo-2-methoxyaniline, AldrichCPR;AKOS005215993;AC-2621;CS-W009042;PS-4816;SB77819;SY018328;A8367;AM20040807;FT-0601835;EN300-121196;AN-584/11607260;J-514667

Chemical Property of 4-Bromo-2-methoxyaniline

Chemical Property:

• Vapor Pressure: 0.0218mmHg at 25°C
• Melting Point: 59 °C
• Refractive Index: 1.595
• Boiling Point: 250.4 °C at 760 mmHg
• PKA: 3.83±0.10(Predicted)
• Flash Point: 105.2 °C
• PSA: 35.25000
• Density: 1.531 g/cm³
• LogP: 2.62110
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: Soluble in methanol.
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 200.97893
• Heavy Atom Count: 10
• Complexity: 110

Purity/Quality:

99% ^*data from raw suppliers

4-Bromo-2-methoxyaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-43-52
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=CC(=C1)Br)N
• Uses: 4-Bromo-2-methoxyaniline is used as a reagent in the synthesis of 3,5-diamino-1,2,4-triazole ureas as potent anaplastic lymphoma kinase (ALK) inhibitors. It is also used as a reagent in the synthesis of chroman-3-amides as potent Rho kinase inhibitors. It is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff fields.

Technology Process of 4-Bromo-2-methoxyaniline

There total 17 articles about 4-Bromo-2-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: 97.0%

2-methoxy-phenylamine (90-04-0) → 4-bromo-2-methoxyaniline (59557-91-4)

Guidance literature:

2-methoxy-phenylamine; With bromine; In tetrachloromethane; at 10 - 20 ℃; for 4h;

With potassium carbonate; In water;

DOI:10.1134/S1070427209090122

Reference yield: 91.5%

4-bromo-2-methoxy-1-nitro-benzene (103966-66-1) → 4-bromo-2-methoxyaniline (59557-91-4)

Guidance literature:

With iron; acetic acid; In ethanol; water; at 80 ℃; for 6h; Temperature;

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

upstream raw materials:

N,N'-bis-(4-bromo-2-methoxy-phenyl)-urea

N-(4-amino-2-methoxyphenyl)acetamide

2-methoxy-phenylamine

1,3-bis(2-methoxyphenyl)urea

Downstream raw materials:

methyl 2-[(4-bromo-2-methoxyphenyl)amino]but-2-enedioate

4-Bromo-2-methoxyphenyldiazonium tetrafluoroborate

4-bromo-2-methoxy-1,1'-biphenyl

2-methoxy-4-(6-methoxy-2-naphthyl)aniline