N-[2-(dimethylamino)ethyl]-4-phenylquinoline-8-carboxamide hydrochloride (1:1)

Base Information

• Chemical Name: N-[2-(dimethylamino)ethyl]-4-phenylquinoline-8-carboxamide hydrochloride (1:1)
• CAS No.: 113431-36-0
• Molecular Formula: C20H21 N3 O . Cl H
• Molecular Weight: 355.8612
• Mol file: 113431-36-0.mol

Synonyms:8-Quinolinecarboxamide,N-[2-(dimethylamino)ethyl]-4-phenyl-, monohydrochloride (9CI)

Chemical Property of N-[2-(dimethylamino)ethyl]-4-phenylquinoline-8-carboxamide hydrochloride (1:1)

Chemical Property:

• Vapor Pressure: 5.94E-12mmHg at 25°C
• Boiling Point: 545.4°Cat760mmHg
• Flash Point: 283.6°C
• Density: g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-[2-(dimethylamino)ethyl]-4-phenylquinoline-8-carboxamide hydrochloride (1:1)

There total 4 articles about N-[2-(dimethylamino)ethyl]-4-phenylquinoline-8-carboxamide hydrochloride (1:1) 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:

8-methyl-4-phenyl-2(1H)-quinolinone (70453-86-0) → 4-Phenyl-quinoline-8-carboxylic acid (2-dimethylamino-ethyl)-amide; hydrochloride (113431-36-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 81 percent / POCl₃ / Heating

2: 76 percent / H₂, Et₃N / Pd/C / petroleum ether; methanol / 12 h / 3102.9 Torr

3: 31 percent / SeO₂ / Heating

4: 1.) 1,1'-carbonyldiimidazole / 1.) DMF, 20-50 deg C, 30 min, 2.) 15 min

With selenium(IV) oxide; hydrogen; triethylamine; 1,1'-carbonyldiimidazole; trichlorophosphate; palladium on activated charcoal; In methanol; Petroleum ether;

DOI:10.1021/jm00400a029

Reference yield:

2-chloro-8-methyl-4-phenylquinoline (113431-45-1) → 4-Phenyl-quinoline-8-carboxylic acid (2-dimethylamino-ethyl)-amide; hydrochloride (113431-36-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 76 percent / H₂, Et₃N / Pd/C / petroleum ether; methanol / 12 h / 3102.9 Torr

2: 31 percent / SeO₂ / Heating

3: 1.) 1,1'-carbonyldiimidazole / 1.) DMF, 20-50 deg C, 30 min, 2.) 15 min

With selenium(IV) oxide; hydrogen; triethylamine; 1,1'-carbonyldiimidazole; palladium on activated charcoal; In methanol; Petroleum ether;

DOI:10.1021/jm00400a029

Reference yield:

4-phenyl-8-methylquinoline (113431-46-2) → 4-Phenyl-quinoline-8-carboxylic acid (2-dimethylamino-ethyl)-amide; hydrochloride (113431-36-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 31 percent / SeO₂ / Heating

2: 1.) 1,1'-carbonyldiimidazole / 1.) DMF, 20-50 deg C, 30 min, 2.) 15 min

With selenium(IV) oxide; 1,1'-carbonyldiimidazole;

DOI:10.1021/jm00400a029

upstream raw materials:

N,N-dimethylethylenediamine

4-phenylquinoline-8-carboxylic acid

8-methyl-4-phenyl-2(1H)-quinolinone

4-phenyl-8-methylquinoline

Refernces