2-Chloro-3-methoxyaniline

Base Information

• Chemical Name: 2-Chloro-3-methoxyaniline
• CAS No.: 113206-03-4
• Molecular Formula: C7H8ClNO
• Molecular Weight: 157.6
• Hs Code.: 2922299090
• Mol file: 113206-03-4.mol

Synonyms:(2-Chloro-3-methoxyphenyl)amine;

Chemical Property of 2-Chloro-3-methoxyaniline

Chemical Property:

• Appearance/Colour: Kind of white to yellow powder
• Vapor Pressure: 0.00191mmHg at 25°C
• Melting Point: 50 °C
• Boiling Point: 252 °C at 760 mmHg
• PKA: 2.23±0.10(Predicted)
• Flash Point: 106.2 °C
• PSA: 35.25000
• Density: 1.234 g/cm³
• LogP: 2.51200
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Chloro-3-methoxyaniline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-Chloro-3-methoxyaniline is a reactant used in the preparation of dual inhibitors of CK2 and Pim kinases with antiproliferative activity against cancer cells.

Technology Process of 2-Chloro-3-methoxyaniline

There total 4 articles about 2-Chloro-3-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: 100.0%

2-chloro-3-methoxynitrobenzene (3970-39-6) → 2-chloro-3-methoxyphenylamine (113206-03-4)

Guidance literature:

With iron; acetic acid; In ethanol; for 3.5h; Heating / reflux;

Reference yield:

C12H16ClNO3 (1073118-74-7) → 2-chloro-3-methoxyphenylamine (113206-03-4)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃;

DOI:10.1016/j.bmcl.2008.07.088 DOI:10.1016/j.bmcl.2008.07.124

Reference yield:

2-methoxy-6-nitroaniline (16554-45-3) → 2-chloro-3-methoxyphenylamine (113206-03-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium nitrite; hydrogenchloride / water; acetonitrile / 0.25 h / 20 °C

1.2: 3 h / 60 °C

2.1: ammonium chloride; iron / water; ethanol / 12 h / 95 °C

With hydrogenchloride; iron; ammonium chloride; sodium nitrite; In ethanol; water; acetonitrile;

DOI:10.1002/chem.201701707

upstream raw materials:

2-chloro-3-methoxynitrobenzene

C₁₂H₁₆ClNO₃

2-methoxy-6-nitroaniline

Downstream raw materials:

1-(2-amino-3-chloro-4-methoxy-phenyl)ethanone

2-chloro-3-aminophenol

4-(4-methoxybenzyloxy)-8-chloro-7-methoxy-2-(4-methylthiazol-2-yl)quinoline

Refernces

• 1、 Miyaji, Ryota,Asano, Keisuke,Matsubara, Seijiro. "Induction of Axial Chirality in 8-Arylquinolines through Halogenation Reactions Using Bifunctional Organocatalysts". supporting information. p. 9996 - 10000. Retrieved 2017/08/01.
• 2、 -. "DIKETOPIPERAZINE DERIVATIVES AS P2X7 MODULATORS". Page/Page column 104. . Retrieved 2010/11/17.