5-oxo-7-phenyl-2-thiol-3,5-dihydro[1,2,4]triazolo[1,5-a]pyridine-6,8-dicarbonitrile

Base Information

• Chemical Name: 5-oxo-7-phenyl-2-thiol-3,5-dihydro[1,2,4]triazolo[1,5-a]pyridine-6,8-dicarbonitrile
• CAS No.: 1038081-88-7
• Molecular Formula: C₁₄H₇N₅OS
• Molecular Weight: 293.308

Synonyms:5-oxo-7-phenyl-2-thiol-3,5-dihydro[1,2,4]triazolo[1,5-a]pyridine-6,8-dicarbonitrile

Chemical Property of 5-oxo-7-phenyl-2-thiol-3,5-dihydro[1,2,4]triazolo[1,5-a]pyridine-6,8-dicarbonitrile

Chemical Property:

Purity/Quality:

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Technology Process of 5-oxo-7-phenyl-2-thiol-3,5-dihydro[1,2,4]triazolo[1,5-a]pyridine-6,8-dicarbonitrile

There total 2 articles about 5-oxo-7-phenyl-2-thiol-3,5-dihydro[1,2,4]triazolo[1,5-a]pyridine-6,8-dicarbonitrile 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: 83.0%

carbon disulfide (75-15-0,12122-00-8) + 1-amino-6-(triphenylphosphoranylideneamino)-2-oxo-4-phenyl-1,2-dihydropyridine-3,5-dicarbonitrileiminophosphorane (1038081-85-4) → 5-oxo-7-phenyl-2-thiol-3,5-dihydro[1,2,4]triazolo[1,5-a]pyridine-6,8-dicarbonitrile (1038081-88-7)

Guidance literature:

In toluene; at 100 ℃; for 3h;

DOI:10.1002/jhet.5570450322

Reference yield:

1,6-diamino-2-oxo-4-phenyl-1,2-dihydropyridine-3,5-dicarbonitrile (79388-04-8) → 5-oxo-7-phenyl-2-thiol-3,5-dihydro[1,2,4]triazolo[1,5-a]pyridine-6,8-dicarbonitrile (1038081-88-7)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / hexachloroethane; toluene / 2 h / Reflux

2: toluene / 3 h / 100 °C / Autoclave

With triethylamine; In hexachloroethane; toluene; 1: Kirsanov reaction / 2: Aza-Wittig reaction;

Reference yield: 89.0%

5-oxo-7-phenyl-2-thiol-3,5-dihydro[1,2,4]triazolo[1,5-a]pyridine-6,8-dicarbonitrile (1038081-88-7) + 4-bromo-benzaldehyde (1122-91-4) → (Z)-2-(4-bromobenzylidene)-7-isocyano-3,6-dioxo-8-phenyl-3,6-dihydro-2H-thiazolo[3',2':2,3][1,2,4]triazolo[1,5-a]pyridine-9-carbonitrile (1316852-73-9)

Guidance literature:

With sodium acetate; acetic anhydride; acetic acid; chloroacetic acid; for 3h; Reflux;

upstream raw materials:

carbon disulfide

1-amino-6-(triphenylphosphoranylideneamino)-2-oxo-4-phenyl-1,2-dihydropyridine-3,5-dicarbonitrileiminophosphorane

1,6-diamino-2-oxo-4-phenyl-1,2-dihydropyridine-3,5-dicarbonitrile

Downstream raw materials:

(Z)-2-(4-(tert-butyl)benzylidene)-7-isocyano-3,6-dioxo-8-phenyl-3,6-dihydro-2H-thiazolo[3',2':2,3][1,2,4]triazolo[1,5-a]pyridine-9-carbonitrile

(Z)-7-isocyano-2-(4-methylbenzylidene)-3,6-dioxo-8-phenyl-3,6-dihydro-2H-thiazolo[3',2':2,3][1,2,4]triazolo[1,5-a]pyridine-9-carbonitrile

(Z)-2-(4-chlorobenzylidene)-7-isocyano-3,6-dioxo-8-phenyl-3,6-dihydro-2H-thiazolo[3',2':2,3][1,2,4]triazolo[1,5-a]pyridine-9-carbonitrile

(Z)-2-(4-nitrobenzylidene)-7-isocyano-3,6-dioxo-8-phenyl-3,6-dihydro-2H-thiazolo[3',2':2,3][1,2,4]triazolo[1,5-a]pyridine-9-carbonitrile

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