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

Base Information

• Chemical Name: 1,6-diamino-2-oxo-4-phenyl-1,2-dihydropyridine-3,5-dicarbonitrile
• CAS No.: 79388-04-8
• Molecular Formula: C13H9 N5 O
• Molecular Weight: 251.247
• Mol file: 79388-04-8.mol

Synonyms:NSC 358761

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

Chemical Property:

• Vapor Pressure: 7.57E-06mmHg at 25°C
• Boiling Point: 375.8°C at 760 mmHg
• Flash Point: 181.1°C
• Density: 1.47g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• General Description: 1,6-Diamino-2-oxo-4-phenyl-1,2-dihydropyridine-3,5-dicarbonitrile is a versatile intermediate used in multicomponent reactions, such as the synthesis of N-amino-2-pyridones, and can undergo further transformations, including Mannich reactions or cyclizations to form heterocyclic systems like pyrido[1,2-b][1,2,4]triazines. Its reactivity is influenced by intramolecular hydrogen bonding, with electron-donating substituents enhancing these interactions. 1,6-diamino-2-oxo-4-phenyl-1,2-dihydropyridine-3,5-dicarbonitrile is efficiently synthesized using nanocrystalline or nanoparticle catalysts, offering high yields and environmental benefits.

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

There total 6 articles about 1,6-diamino-2-oxo-4-phenyl-1,2-dihydropyridine-3,5-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: 95.0%

Cyanoacetohydrazide (140-87-4) + Benzylidenemalononitrile (2700-22-3) → 1,6-diamino-2-oxo-4-phenyl-1,2-dihydropyridine-3,5-dicarbonitrile (79388-04-8)

Guidance literature:

With piperidine; In ethanol; Ambient temperature;

DOI:10.1055/s-1981-29512

Reference yield: 91.0%

benzaldehyde (100-52-7) + ethyl 2-cyanoacetate (105-56-6) + malononitrile (109-77-3) → 1,6-diamino-2-oxo-4-phenyl-1,2-dihydropyridine-3,5-dicarbonitrile (79388-04-8)

Guidance literature:

With zinc(II) oxide; hydrazine hydrate; In ethanol; Reflux;

DOI:10.3184/174751914X14109743944636

Reference yield: 90.0%

Cyanoacetohydrazide (140-87-4) + benzaldehyde (100-52-7) + malononitrile (109-77-3) → 1,6-diamino-2-oxo-4-phenyl-1,2-dihydropyridine-3,5-dicarbonitrile (79388-04-8)

Guidance literature:

With piperidine; In ethanol; water; at 20 ℃; for 12h; Green chemistry;

DOI:10.1039/c8ra05690k

upstream raw materials:

Cyanoacetohydrazide

Benzylidenemalononitrile

N'-benzylidenecyanoacetohydrazide

malononitrile

Downstream raw materials:

6-amino-1,2-dihydro-2-oxo-4-phenylpyridine-3,5-dicarbonitrile

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

(Z)-methyl 4-((9-cyano-7-isocyano-3,6-dioxo-8-phenyl-3,6-dihydro-2H-thiazolo[3',2':2,3][1,2,4]triazolo[1,5-a]pyridin-2-ylidene)methyl)benzoate

(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