N-[6-(2-dimethylaminoethyl)-11-methyl-6H-indolo[2,3-b]quinol-9-yl]-p-toluenesulfonamide

Base Information

• Chemical Name: N-[6-(2-dimethylaminoethyl)-11-methyl-6H-indolo[2,3-b]quinol-9-yl]-p-toluenesulfonamide
• CAS No.: 1402935-95-8
• Molecular Formula: C₂₇H₂₈N₄O₂S
• Molecular Weight: 472.611
• Mol file: 1402935-95-8.mol

Synonyms:N-[6-(2-dimethylaminoethyl)-11-methyl-6H-indolo[2,3-b]quinol-9-yl]-p-toluenesulfonamide

Chemical Property of N-[6-(2-dimethylaminoethyl)-11-methyl-6H-indolo[2,3-b]quinol-9-yl]-p-toluenesulfonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[6-(2-dimethylaminoethyl)-11-methyl-6H-indolo[2,3-b]quinol-9-yl]-p-toluenesulfonamide

There total 2 articles about N-[6-(2-dimethylaminoethyl)-11-methyl-6H-indolo[2,3-b]quinol-9-yl]-p-toluenesulfonamide 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: 93.0%

6-(2-dimethylaminoethyl)-11-methyl-6H-indolo[2,3-b]quinolin-9-yl-amine (1402935-89-0) + p-toluenesulfonyl chloride (98-59-9) → N-[6-(2-dimethylaminoethyl)-11-methyl-6H-indolo[2,3-b]quinol-9-yl]-p-toluenesulfonamide (1402935-95-8)

Guidance literature:

6-(2-dimethylaminoethyl)-11-methyl-6H-indolo[2,3-b]quinolin-9-yl-amine; p-toluenesulfonyl chloride; With pyridine; at 20 ℃; for 3h;

With ammonia; In water; at 20 ℃; for 0.5h;

DOI:10.1016/j.bmcl.2012.08.032

Reference yield:

11-methyl-9-nitro-6H-indolo[2,3-b]quinoline → N-[6-(2-dimethylaminoethyl)-11-methyl-6H-indolo[2,3-b]quinol-9-yl]-p-toluenesulfonamide (1402935-95-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: tetrabutylammomium bromide; sodium hydroxide / water; toluene / 5 h / Reflux

2.1: tin(ll) chloride; hydrogenchloride / water; ethanol / 1 h / Reflux

2.2: 0.5 h / 20 °C

3.1: pyridine / 3 h / 20 °C

3.2: 0.5 h / 20 °C

With pyridine; hydrogenchloride; tetrabutylammomium bromide; tin(ll) chloride; sodium hydroxide; In ethanol; water; toluene;

DOI:10.1016/j.bmcl.2012.08.032

Reference yield: 52.0%

N-[6-(2-dimethylaminoethyl)-11-methyl-6H-indolo[2,3-b]quinol-9-yl]-p-toluenesulfonamide (1402935-95-8) + (2-chloroethyl)dimethylamine hydrochloride (4584-46-7) → N-[6-(2-dimethylaminoethyl)-11-methyl-6H-indolo[2,3-b]quinol-9-yl]-N-(2-dimethylaminoethyl)-p-toluenesulfonamide (1402935-97-0)

Guidance literature:

With tetrabutylammomium bromide; potassium carbonate; In N,N-dimethyl-formamide; at 50 ℃; for 16h;

DOI:10.1016/j.bmcl.2012.08.032

upstream raw materials:

6-(2-dimethylaminoethyl)-11-methyl-6H-indolo[2,3-b]quinolin-9-yl-amine

p-toluenesulfonyl chloride

Downstream raw materials:

N-[6-(2-dimethylaminoethyl)-11-methyl-6H-indolo[2,3-b]quinol-9-yl]-N-(2-dimethylaminoethyl)-p-toluenesulfonamide