1,4-Dihydro-1,2,6-trimethyl-4-(4-nitrophenyl)-3,5-pyridinedicarboxylic acid diethyl ester

Base Information

• Chemical Name: 1,4-Dihydro-1,2,6-trimethyl-4-(4-nitrophenyl)-3,5-pyridinedicarboxylic acid diethyl ester
• CAS No.: 69796-14-1
• Molecular Formula: C20H24N2O6
• Molecular Weight: 388.42
• Mol file: 69796-14-1.mol

Synonyms:1,2,6-Trimethyl-4-(4-nitro-phenyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid diethyl ester;

Chemical Property of 1,4-Dihydro-1,2,6-trimethyl-4-(4-nitrophenyl)-3,5-pyridinedicarboxylic acid diethyl ester

Chemical Property:

• PSA: 101.66000
• LogP: 3.75910

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,4-Dihydro-1,2,6-trimethyl-4-(4-nitrophenyl)-3,5-pyridinedicarboxylic acid diethyl ester

There total 3 articles about 1,4-Dihydro-1,2,6-trimethyl-4-(4-nitrophenyl)-3,5-pyridinedicarboxylic acid diethyl ester 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: 73.0%

2,6-dimethyl-4-(4-nitro-phenyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid diethyl ester (21881-54-9) + methyl iodide (74-88-4) → diethyl 1,2,6-trimethyl-4-(4-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate (69796-14-1)

Guidance literature:

2,6-dimethyl-4-(4-nitro-phenyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid diethyl ester; With 1,4-dihydropyridine; sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.333333h;

methyl iodide; In tetrahydrofuran; at 0 - 60 ℃;

DOI:10.1021/acs.orglett.7b02272

Reference yield:

4-nitrobenzaldehdye (555-16-8) → diethyl 1,2,6-trimethyl-4-(4-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate (69796-14-1)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂ / CH₂Cl₂ / 1 h / 0 °C

2: CH₂Cl₂ / 20 h / Ambient temperature

With thionyl chloride; In dichloromethane;

DOI:10.1080/00397919208021145

Reference yield:

ethyl (Z)-3-(methylamino)-2-butenoate (21759-70-6) + N-pyridinium chloride (140429-25-0) → diethyl 1,2,6-trimethyl-4-(4-nitrophenyl)-1,4-dihydropyridine-3,5-dicarboxylate (69796-14-1)

Guidance literature:

In dichloromethane; for 20h; Yield given; Ambient temperature;

DOI:10.1080/00397919208021145

upstream raw materials:

ethyl (Z)-3-(methylamino)-2-butenoate

N-pyridinium chloride

4-nitrobenzaldehdye

2,6-dimethyl-4-(4-nitro-phenyl)-1,4-dihydro-pyridine-3,5-dicarboxylic acid diethyl ester