30464-12-1

Basic information

• Product Name: 2-amino-6-ethoxy-4-phenylpyridine-3,5-dicarbonitrile
• Synonyms: 2-Amino-6-ethoxy-4-phenylpyridine-3,5-dicarbonitrile; 3,5-pyridinedicarbonitrile, 2-amino-6-ethoxy-4-phenyl-
• CAS NO: 30464-12-1
• Molecular Formula: C₁₅H₁₂N₄O
• Molecular Weight: 264.282
• Mol File: 30464-12-1.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 502.6°C at 760 mmHg
• Flash Point: 257.7°C
• Density: 1.29g/cm³
• Vapor Pressure: 3.14E-10mmHg at 25°C
• Refractive Index: 1.633
• CAS DataBase Reference: 2-amino-6-ethoxy-4-phenylpyridine-3,5-dicarbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2-amino-6-ethoxy-4-phenylpyridine-3,5-dicarbonitrile(30464-12-1)
• EPA Substance Registry System: 2-amino-6-ethoxy-4-phenylpyridine-3,5-dicarbonitrile(30464-12-1)

Safety Data

• Hazardous Substances Data: 30464-12-1(Hazardous Substances Data)

Usage

Properties

1. Chemical Name: 2-amino-6-ethoxy-4-phenylpyridine-3,5-dicarbonitrile
2. Molecular Formula: \textC17\textH15\textN5\textO
3. Structure: Pyridine derivative with carbonitrile groups attached at positions 3 and 5.
4. Biological Activity: Potential involvement in pharmaceutical research and drug development.
5. Specific Applications: Studied for potential anti-cancer properties and interactions with enzymes and receptors.
6. Importance: Synthesis and characterization are crucial for understanding its biological properties and medicinal applications.

Chemical Structure

Pyridine ring with amino, ethoxy, and phenyl substituents, and carbonitrile groups at positions 3 and 5.

Biological Studies

Research focuses on anti-cancer potential and interactions with enzymes and receptors.

Medicinal Applications

Potential use in drug development and pharmaceutical research.

Synthesis and Characterization

Essential for understanding its properties and applications in medicine.

Upstream product

• 2700-22-3 Benzylidenemalononitrile 
• 141-52-6 sodium ethanolate 
• 110-91-8 morpholine 
• 123-75-1 pyrrolidine 
• 109-89-7 diethylamine 
• 110-89-4 piperidine 
• 1128-87-6 1-(piperidin-1-yl)-butane-1,3-dione 
• 100-52-7 benzaldehyde 
• 109-77-3 malononitrile 
• 64-17-5 ethanol 
• 96583-92-5 6-amino-2-chloro-4-phenylpyridine-3,5-dicarbonitrile 

Downstream Products

• 97125-17-2 2-amino-5-cyano-6-ethoxy-4-phenylpyridine-3-carbaldehyde 
• 97119-07-8 C₂₆H₁₈N₈O₃ 
• 97119-06-7 C₂₃H₂₀N₈O₃ 
• 97119-05-6 C₂₁H₁₅N₇O₄ 
• 97119-01-2 N-(6-Benzylamino-3,5-dicyano-4-phenyl-pyridin-2-yl)-formimidic acid ethyl ester 
• 97119-00-1 N-(6-Butylamino-3,5-dicyano-4-phenyl-pyridin-2-yl)-formimidic acid ethyl ester 

Relevant articles and documents

Synthesis of Some New Polyfunctionalized Pyridines

5-Methyl-2,4-dihydro-3H-pyrazol-3-one and/or 5-methyl-2-phenyl-2,4-dihydro-3H-pyrazol-3-one was reacted with arylidenemalononitrile in the presence of sodium alkoxide to give 2-amino-6-alkoxy-4-arylpyridine-3,5-dicarbonitrile 4a–e instead of the reported pyrazolo[3,4-b]pyridine-5-carbonitriles. The same products 4a–e were prepared via reaction of arylidenemalononitrile with sodium alkoxide in an appropriative alcohol. However, the new synthetic route for preparation of their positional isomer 4-amino-6-alkoxy-2-arylpyridine-3,5-dicarbonitrile 7a–j has been achieved via reaction of 2-aminoprop-1-ene-1,1,3-tricarbonitrile with different aromatic aldehydes under the same conditions.

Transformation of 2-(4-chloro-5H-1,2,3-dithiazol-5-ylideneamino)-6-ethoxy-4-phenylpyridine-3,5-dicarbonitrile into 4-aminopyrido[2,3-d]pyrimidines and 2-(pyrid-2-yl)guanidines

The reactions of 2-(4-chloro-5H-1,2,3-dithiazol-5-ylideneamino)-6-ethoxy-4-phenylpyridine-3,5-dicarbonitrile (14) with a range of primary and secondary amines are investigated. Treatment with n-BuNH2 and BnNH2 gave 1,3-di-n-butyl- and 1,3-dibenzyl-2-(3,5-dicyano-6-ethoxy-4-phenylpyrid-2-yl)guanidines 15a (32%) and 15b (82%), respectively. While treatment with Et2NH, n-Pr2NH or Bn2NH gave the analogous 4-dialkylaminopyrido[2,3-d]pyrimidines 16c-e in high yields. Treatment of the dithiazole 14 with pyrrolidine, piperidine or morpholine gave the analogous 4-dialkylaminopyrido[2,3-d]pyrimidines 16f-h, the 2-aminopyridine 13 and 2-(diamino-1-ylmethyleneamino)-6-ethoxy-4-phenylpyridine-3,5-dicarbonitriles 15f-h. The 4-dialkylaminopyrido[2,3-d]pyrimidines 16f-h are converted to the 2-(dialkylamino-1-ylmethyleneamino)-6-ethoxy-4-phenylpyridine-3,5-dicarbonitriles 15f-h upon further reaction with excess dialkylamines. The structure and origins of the two side products 17 and 18 are also discussed. Tentative mechanisms for these transformations are proposed.

Multi-component synthesis of 6-alkoxy-2-amino-3,5-dicyanopyridines

An efficient one-pot synthesis of mono- and bis-6-alkoxy-2-amino-3,5- dicyanopyridines via a four or pseudoseven-component reaction of aldehyde, malononitrile and alcohol using K2CO3 as the base is described.