N-[3-chloro-1-methylpyridin-2(1H)-ylidene]-2-chloroaniline

Base Information

• Chemical Name: N-[3-chloro-1-methylpyridin-2(1H)-ylidene]-2-chloroaniline
• CAS No.: 1422378-00-4
• Molecular Formula: C₁₂H₁₀Cl₂N₂
• Molecular Weight: 253.131
• Mol file: 1422378-00-4.mol

Synonyms:N-[3-chloro-1-methylpyridin-2(1H)-ylidene]-2-chloroaniline

Chemical Property of N-[3-chloro-1-methylpyridin-2(1H)-ylidene]-2-chloroaniline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[3-chloro-1-methylpyridin-2(1H)-ylidene]-2-chloroaniline

There total 2 articles about N-[3-chloro-1-methylpyridin-2(1H)-ylidene]-2-chloroaniline 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: 66.0%

2,3-dichloro-1-methylpyridinium trifluoromethanesulfonate (1422377-92-1) + o-chloroaniline (95-51-2) → N-[3-chloro-1-methylpyridin-2(1H)-ylidene]-2-chloroaniline (1422378-00-4)

Guidance literature:

In tetrahydrofuran; at 30 ℃; for 24h;

DOI:10.1021/ol400064r

Reference yield:

2,3-dichloro-pyridine (2402-77-9) → N-[3-chloro-1-methylpyridin-2(1H)-ylidene]-2-chloroaniline (1422378-00-4)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene / 2 h / 20 °C / Inert atmosphere

2: tetrahydrofuran / 24 h / 30 °C

In tetrahydrofuran; toluene;

DOI:10.1021/ol400064r

Reference yield: 19.0%

N-[3-chloro-1-methylpyridin-2(1H)-ylidene]-2-chloroaniline (1422378-00-4) + N-methylaniline (100-61-8) → 8-chloro-1-methyl-1H-pyrido[2,3-b]indole (108349-86-6) + N,1-dimethyl-N-phenyl-1H-pyrido[2,3-b]indol-8-amine (1422378-24-2) + 1-methyl-1H-pyrido[2,3-b]indole (26148-65-2)

Guidance literature:

With potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tri-tert-butyl phosphine; In 1,4-dioxane; at 120 ℃; for 17h; regioselective reaction; Inert atmosphere;

DOI:10.1021/ol400064r

upstream raw materials:

2,3-dichloro-1-methylpyridinium trifluoromethanesulfonate

o-chloroaniline

2,3-dichloro-pyridine

Downstream raw materials:

8-chloro-1-methyl-1H-pyrido[2,3-b]indole

N,1-dimethyl-N-phenyl-1H-pyrido[2,3-b]indol-8-amine

1-methyl-1H-pyrido[2,3-b]indole