4-Bromo-3-ethoxyaniline

Base Information

• Chemical Name: 4-Bromo-3-ethoxyaniline
• CAS No.: 125756-95-8
• Molecular Formula: C8H10BrNO
• Molecular Weight: 216.077
• DSSTox Substance ID: DTXSID101310596
• Mol file: 125756-95-8.mol

Synonyms:4-BROMO-3-ETHOXYANILINE;Benzenamine, 4-bromo-3-ethoxy-;4-Bromo-3-ethoxybenzenamine;SCHEMBL1641040;QQAPQSYFPIYHGU-UHFFFAOYSA-N;DTXSID101310596;MFCD11844778;AM61751;4-Bromo-3-ethoxy-phenylamine;hydrochloride;A19730;A1-24302

Chemical Property of 4-Bromo-3-ethoxyaniline

Chemical Property:

• Vapor Pressure: 0.000243mmHg at 25°C
• Melting Point: 186-189oC
• Boiling Point: 286.4 °C at 760 mmHg
• PKA: 3.52±0.10(Predicted)
• Flash Point: 127 °C
• PSA: 35.25000
• Density: 1.455 g/cm³
• LogP: 3.01120
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 214.99458
• Heavy Atom Count: 11
• Complexity: 121

Purity/Quality:

98%min ^*data from raw suppliers

4-Bromo-3-ethoxyaniline hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R22:; R36/37/38:
• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC1=C(C=CC(=C1)N)Br
• Uses: 4-Bromo-3-ethoxyaniline Hydrochloride is used as a reactant in the preparation of anilinoquinolinecarboxamides as CSF-1R kinase inhibitors.

Technology Process of 4-Bromo-3-ethoxyaniline

There total 4 articles about 4-Bromo-3-ethoxyaniline 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: 86.0%

1-bromo-2-ethoxy 4-nitrobenzene (423165-33-7) → 4-bromo-3-ethoxy aniline (125756-95-8)

Guidance literature:

With iron; ammonium chloride; In methanol; water; at 80 ℃; for 3h;

Reference yield:

2-bromo-5-nitrophenol (52427-05-1) → 4-bromo-3-ethoxy aniline (125756-95-8)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 4 h / 70 °C

2: ammonium chloride; iron / methanol; water / 3 h / 80 °C

With iron; potassium carbonate; ammonium chloride; In methanol; water; N,N-dimethyl-formamide;

Reference yield:

meta-nitrophenol (554-84-7) → 4-bromo-3-ethoxy aniline (125756-95-8)

Guidance literature:

Multi-step reaction with 3 steps

1: acetic acid; bromine / 1.5 h / 120 °C

2: potassium carbonate / N,N-dimethyl-formamide / 4 h / 70 °C

3: ammonium chloride; iron / methanol; water / 3 h / 80 °C

With bromine; iron; potassium carbonate; ammonium chloride; acetic acid; In methanol; water; N,N-dimethyl-formamide;

upstream raw materials:

1-bromo-2-ethoxy 4-nitrobenzene

2-bromo-5-nitrophenol

meta-nitrophenol

Downstream raw materials:

N-[4-(2-{[2-ethoxy-4-(2-oxo-1,3-oxazolidin-3-yl)phenyl]amino}[1,2,4]triazolo[1,5-a]pyridin-6-yl)phenyl]-2-(4-fluorophenyl)acetamide

4-(2-{[2-ethoxy-4-(2-oxo-1,3-oxazolidin-3-yl)phenyl]amino}[1,2,4]triazolo-[1,5-a]pyridin-6-yl)-N-(4-fluorobenzyl)benzamide

C₁₉H₁₆BrN₃O

C₁₁H₁₁BrN₄O₂

Refernces

• 1、 -. "SUBSTITUTED TRIAZOLOPYRIDINES". Page/Page column 119. . Retrieved 2012/12/13.
• 2、 -. "BENZAMIDE DERIVATIVES". Page 40. . Retrieved 2010/02/10.