6-amino-4-methyl-2-thioxo-N³,N⁵-diphenyl-1,2,3,4-tetrahydropyridine-3,5-dicarboxamide

Base Information

• Chemical Name: 6-amino-4-methyl-2-thioxo-N³,N⁵-diphenyl-1,2,3,4-tetrahydropyridine-3,5-dicarboxamide
• CAS No.: 1453263-59-6
• Molecular Formula: C₂₀H₂₀N₄O₂S
• Molecular Weight: 380.47

Synonyms:6-amino-4-methyl-2-thioxo-N³,N⁵-diphenyl-1,2,3,4-tetrahydropyridine-3,5-dicarboxamide

Chemical Property of 6-amino-4-methyl-2-thioxo-N³,N⁵-diphenyl-1,2,3,4-tetrahydropyridine-3,5-dicarboxamide

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Technology Process of 6-amino-4-methyl-2-thioxo-N³,N⁵-diphenyl-1,2,3,4-tetrahydropyridine-3,5-dicarboxamide

There total 2 articles about 6-amino-4-methyl-2-thioxo-N³,N⁵-diphenyl-1,2,3,4-tetrahydropyridine-3,5-dicarboxamide 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:

C11H12N2OS + 3-amino-3-thioxo-N-phenylpropanamide (59749-96-1) → 6-amino-4-methyl-2-thioxo-N3,N5-diphenyl-1,2,3,4-tetrahydropyridine-3,5-dicarboxamide (1453263-59-6)

Guidance literature:

With sodium ethanolate; at 20 ℃; for 48h; chemoselective reaction;

DOI:10.1134/S1070363213070153

Reference yield:

3-amino-3-thioxo-N-phenylpropanamide (59749-96-1) → 6-amino-4-methyl-2-thioxo-N3,N5-diphenyl-1,2,3,4-tetrahydropyridine-3,5-dicarboxamide (1453263-59-6)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium; ethanol / 0.17 h / 20 °C

2: sodium ethanolate / 48 h / 20 °C

With ethanol; sodium ethanolate; sodium; 1: |Knoevenagel Condensation;

DOI:10.1134/S1070363213070153

Reference yield: 54.0%

6-amino-4-methyl-2-thioxo-N3,N5-diphenyl-1,2,3,4-tetrahydropyridine-3,5-dicarboxamide (1453263-59-6) → 2-amino-4-methyl-6-[2-(4-methoxyphenylamino)-2-oxoethylsulfanyl]-N3,N5-diphenyl-3,4-dihydropyridine-3,5-dicarboxamide (1453263-72-3)

Guidance literature:

6-amino-4-methyl-2-thioxo-N³,N⁵-diphenyl-1,2,3,4-tetrahydropyridine-3,5-dicarboxamide; With potassium hydroxide; In ethanol; water; at 20 ℃; for 0.166667h;

N-(4-methoxyphenyl) 2-haloacetamide; In ethanol; water; at 20 ℃; for 24h; regioselective reaction;

DOI:10.1134/S1070363213070153

upstream raw materials:

3-amino-3-thioxo-N-phenylpropanamide

Downstream raw materials:

2-amino-4-methyl-6-[2-(4-methoxyphenylamino)-2-oxoethylsulfanyl]-N³,N⁵-diphenyl-3,4-dihydropyridine-3,5-dicarboxamide

2-amino-4-methyl-6-n-nonylsulfanyl-N³,N⁵-diphenyl-3,4-dihydropyridine-3,5-dicarboxamide

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