65996-19-2

Upstream product

• 124571-67-1 2-(3-dimethylamino-1-phenyl-2-propenylidene)-1,3-propanedinitrile 
• 98-86-2 acetophenone 
• 5447-87-0 2-(1-phenylethylidene)propanedinitrile 
• 65996-13-6 2-Cyano-5-dimethylamino-3-phenyl-penta-2,4-diensaeurenitril 
• 82420-67-5 2-methoxy-4-phenylpyridine-3-carbonitrile 

Downstream Products

• 133609-28-6 3-cyano-4-phenylpyridine-2-carboxylic acid 
• 133609-27-5 4-phenylpyridine-2,3-dicarbonitrile 

Relevant academic research and scientific papers

γ-Functionalization of α,β-Unsaturated Nitrile in Mild Condition: Versatile Synthesis of 4-Aryl-2-Bromopyridines

This report describes the synthesis of 4-aryl-2-halopyridines via γ-functionalization of α,β-unsaturated nitriles, which were obtained by the HWE reaction with the corresponding ketones. The key features of our methods involve a conjugated γ-enamine formation of α,β-unsaturated nitrile (enamino nitrile), followed by consecutive intramolecular cyclization, resulting in heteroaromatic compounds like 2-halopyridines, α-pyrone, etc.

Preparation method of 4-aryl-2-halopyridine derivatives

4 -aryl -2 - halopyridine derivatives are disclosed. A process for preparing γ - enamine of α-unsaturated nitrile (single-activated) using a halogen source is provided to obtain high yield and efficiency under mild conditions by using 4 - a conventional double activated (double-activated -2 -) substrate through intramolecular cyclization using a halogen source.

METHODS OF MAKING 2-HALONICOTINONITRILES

A method of making a 2-halonicotinonitrile comprises reacting an alkylidene nitrile with a C1-compound in an organic solvent and a dehydrating agent. The dehydrating agent substantially retards dimerization of the alkylidene nitrile during the reaction. The enamine intermediate that forms from the reaction is cyclized using a halide donor to make the 2-halonicotinonitrile.

Improved synthesis of mono- and disubstituted 2-halonicotinonitriles from alkylidene malononitriles

Pyridines with 2,3,4 and/or 5 substitution remain challenging to prepare. Existing strategies to form multisubstituted 2-halonicotinonitriles via enamines suffer from dimerization of the starting alkylidene malononitriles resulting in low yields. Through alteration of reaction conditions, a new high yielding method into enamines was realized by condensing DMF-DMA and alkylidene malononitriles in the presence of substoichiometric acetic anhydride. Cyclization of the resulting enamines under Pinner conditions provided 2-halonicotinonitriles in high overall yields.

DIRECT SUBSTITUTION OF A METHOXY GROUP BY BROMINE IN 2-METHOXYPYRIDINE-3-CARBONITRILES: A SYNTHESIS OF 2-BROMOPYRIDINE-3-CARBONITRILES

The treatment of a wide variety of 2-methoxypyridine-3-carbonitriles with phosphorus oxytribromide in the presence of pyridinium hydrobromide and phosphoric acid yields directly the corresponding pyridine system in which the methoxy group has been substit

A Simple Synthesis of Amphimedine

The marine alkaloid amphimedine has been synthesized by a short sequence of reactions commencing from the known indenopyridinedione (2).Reaction with 4-pyridillithium, followed by hydrazoic acid treatment, gave 5-(4-pyridyl)-3,6-phenanthrolin-4(3H)-one (1