3-Quinolinecarbonitrile, 1,4-dihydro-6-Methoxy-4-oxo-

Base Information

• Chemical Name: 3-Quinolinecarbonitrile, 1,4-dihydro-6-Methoxy-4-oxo-
• CAS No.: 423180-88-5
• Molecular Formula: C₁₁H₈N₂O₂
• Molecular Weight: 200.197
• Mol file: 423180-88-5.mol

Synonyms:3-Quinolinecarbonitrile, 1,4-dihydro-6-Methoxy-4-oxo-

Chemical Property of 3-Quinolinecarbonitrile, 1,4-dihydro-6-Methoxy-4-oxo-

Chemical Property:

Purity/Quality:

98.5% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-Quinolinecarbonitrile, 1,4-dihydro-6-Methoxy-4-oxo-

There total 5 articles about 3-Quinolinecarbonitrile, 1,4-dihydro-6-Methoxy-4-oxo- 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: 82.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 3-(2-bromo-5-methoxyphenyl)-3-oxopropanenitrile → 6-methoxy-4-oxo-1,4-dihydroquinoline-3-carbonitrile (423180-88-5,13669-61-9)

Guidance literature:

With ammonium hydroxide; potassium carbonate; L-proline; copper dichloride; for 22h; Reflux;

DOI:10.1002/adsc.201900286

Reference yield:

α-lithioacetonitrile (20428-58-4) + (E)-methyl 2-(((dimethylamino)methylene)amino)-5-methoxybenzoate (872714-53-9) → 6-methoxy-4-oxo-1,4-dihydroquinoline-3-carbonitrile (423180-88-5,13669-61-9)

Guidance literature:

α-lithioacetonitrile; (E)-methyl 2-(((dimethylamino)methylene)amino)-5-methoxybenzoate; In tetrahydrofuran; at -78 ℃;

With acetic acid; at 20 ℃;

DOI:10.1016/S0960-894X(00)00580-1

Reference yield:

2-bromo-5-methoxy-benzaldehyde (7507-86-0) → 6-methoxy-4-oxo-1,4-dihydroquinoline-3-carbonitrile (423180-88-5,13669-61-9)

Guidance literature:

Multi-step reaction with 2 steps

1: copper(l) chloride; oxygen; potassium hydroxide / N,N-dimethyl acetamide / 24 h / 20 °C

2: ammonium hydroxide; L-proline; potassium carbonate; copper dichloride / 22 h / Reflux

With ammonium hydroxide; oxygen; potassium carbonate; L-proline; copper(l) chloride; potassium hydroxide; copper dichloride; In N,N-dimethyl acetamide;

DOI:10.1002/adsc.201900286

upstream raw materials:

α-lithioacetonitrile

(E)-methyl 2-(((dimethylamino)methylene)amino)-5-methoxybenzoate

methyl 2-amino-5-methoxybenzoate

formaldehyd

Downstream raw materials:

4-chloro-6-methoxy-quinoline-3-carbonitrile

Refernces

• 1、 -. "ANTIVIRAL AGENTS". Page/Page column 55. . Retrieved 2010/11/29.