6-Amino-5-cyano-4-(2,4-dimethoxyphenyl)-2-thioxo-1,2,3,4-tetrahydropyridine-3-carboxamide

Base Information

• Chemical Name: 6-Amino-5-cyano-4-(2,4-dimethoxyphenyl)-2-thioxo-1,2,3,4-tetrahydropyridine-3-carboxamide
• CAS No.: 6125-48-0
• Molecular Formula: C15H16N4O3S
• Molecular Weight: 332.3775
• DSSTox Substance ID: DTXSID60377922
• Mol file: 6125-48-0.mol

Synonyms:6-amino-5-cyano-4-(2,4-dimethoxyphenyl)-2-thioxo-1,2,3,4-tetrahydropyridine-3-carboxamide;6125-48-0;DTXSID60377922;STL447525;AKOS005224841

Chemical Property of 6-Amino-5-cyano-4-(2,4-dimethoxyphenyl)-2-thioxo-1,2,3,4-tetrahydropyridine-3-carboxamide

Chemical Property:

• Vapor Pressure: 8.19E-17mmHg at 25°C
• Boiling Point: 650.7°Cat760mmHg
• Flash Point: 347.3°C
• Density: 1.41g/cm³
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 332.09431156
• Heavy Atom Count: 23
• Complexity: 583

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1)C2C(C(=S)NC(=C2C#N)N)C(=O)N)OC

Technology Process of 6-Amino-5-cyano-4-(2,4-dimethoxyphenyl)-2-thioxo-1,2,3,4-tetrahydropyridine-3-carboxamide

There total 7 articles about 6-Amino-5-cyano-4-(2,4-dimethoxyphenyl)-2-thioxo-1,2,3,4-tetrahydropyridine-3-carboxamide 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:

2,2'-dithiodibenzaldehyde (55164-16-4) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → methyl 4-oxothiochromane-3-carboxylate (6125-48-0) + methyl 4-hydroxy-2H-thiochromene-3-carboxylate

Guidance literature:

2,2'-dithiodibenzaldehyde; With triphenylphosphine; In tetrahydrofuran; at 20 ℃; for 0.333333h; Inert atmosphere;

acrylic acid methyl ester; In tetrahydrofuran; for 0.166667h; Inert atmosphere;

With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 1h; Overall yield = 36 percent; Overall yield = 40 mg; Inert atmosphere;

DOI:10.3390/molecules25040800

Reference yield:

2,3-dihydro-4H-[1]benzothiopyran-4-one (3528-17-4) + methyl cyanoformate (17640-15-2) → methyl 4-oxothiochromane-3-carboxylate (6125-48-0)

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran;

Reference yield:

2,3-dihydro-4H-[1]benzothiopyran-4-one (3528-17-4) + lithium bis(trimethylsily)amide + methyl cyanoformate (17640-15-2) → methyl 4-oxothiochromane-3-carboxylate (6125-48-0)

Guidance literature:

With ammonium chloride; In tetrahydrofuran; hexane;

upstream raw materials:

2,3-dihydro-4H-[1]benzothiopyran-4-one

methyl cyanoformate

2-(tert-butylthio)benzaldehyde

2,2'-dithiodibenzaldehyde

Downstream raw materials:

2-(3,5-Dichloro-phenyl)-1,4-dihydro-2H-thiochromeno[4,3-c]pyrazol-3-one

2-(4-fluorophenyl)-1,2,3,4-tetrahydro[1]benzothiopyrano[4,3-c]pyrazol-3-one

2-Phenyl-1,4-dihydro-2H-thiochromeno[4,3-c]pyrazol-3-one

2-(p-chlorophenyl)-1,2,3,4-tetrahydro<1>benzothiopyrano<4,3-c>pyrazol-3-one