127666-99-3

Usage

Chemical Properties

Off-white crystalline

InChI:InChI=1/C8H6ClNO/c1-11-7-3-2-6(5-10)8(9)4-7/h2-4H,1H3

Upstream product

• 67-56-1 methanol 
• 28163-00-0 4-nitro-2-chlorobenzonitrile 
• 54439-75-7 2-chloro-4-methoxybenzaldehyde 
• 3336-16-1 2-chloro-4-hydroxybenzonitrile 
• 74-88-4 methyl iodide 
• 874-90-8 4-methoxybenzonitrile 
• 330660-35-0 silver cyanide 
• 2845-89-8 1-chloro-3-methoxy-benzene 

Downstream Products

• 127667-07-6 2-(Cyano-phenyl-methyl)-4-methoxy-benzonitrile 
• 935750-26-8 2-(2-chloro-4-methoxyphenyl)-1,4-bis(4-methoxyphenyl)-1H-imidazole 
• 935750-28-0 2-(2-chloro-4-methoxyphenyl)-1,4-bis(4-methoxyphenyl)-5-methyl-1H-imidazole 
• 935750-31-5 2-(2-chloro-4-methoxyphenyl)-5-ethyl-1,4-bis(4-methoxyphenyl)-1H-imidazole 
• 935750-30-4 2,4-bis(2-chloro-4-methoxyphenyl)-1-(4-methoxyphenyl)-5-methyl-1H-imidazole 
• 935750-36-0 2-(2-chloro-4-methoxyphenyl)-1,4-bis(4-methoxyphenyl)-5-phenyl-1H-imidazole 
• 868861-17-0 2,4-bis(2-chloro-4-methoxyphenyl)-1-(4-methoxyphenyl)-1H-imidazole 
• 863868-23-9 4-methoxy-2-(4,4,5,5-tetramethyl-1,3,2-dioxaboryl)benzonitrile 
• 941696-11-3 Ethyl 3-(2-chloro-4-methoxyphenyl)-3-oxopropanoate 
• 934606-28-7 2-chloro-4-methoxy-N'-hydroxy-benzimidamide 

Relevant academic research and scientific papers

Ligand-Promoted Non-Directed C?H Cyanation of Arenes

This article reports the first example of a 2-pyridone accelerated non-directed C?H cyanation with an arene as the limiting reagent. This protocol is compatible with a broad scope of arenes, including advanced intermediates, drug molecules, and natural products. A kinetic isotope experiment (kH/kD=4.40) indicates that the C?H bond cleavage is the rate-limiting step. Also, the reaction is readily scalable, further showcasing the synthetic utility of this method.

Palladium-catalyzed highly selective ortho-halogenation (I, Br, Cl) of arylnitriles via sp2 C-H bond activation using cyano as directing group

A palladium-catalyzed ortho-halogenation (I, Br, Cl) of arylnitrile is described. The optimal reaction conditions were identified after examining various factors such as catalyst, additive, solvent, and reaction temperature. Using cyano as the directing group, the halogenation reaction gave good to excellent yields. The method is compatible to the arylnitriles with either electron-withdrawing or electron-donating groups. The reaction is available to the substrate in at least gram scale. The present method was successfully applied to the synthesis of the precursors of paucifloral F and isopaucifloral F.

IMIDAZO [1,2A] PYRIDINE DERIVATIVES, THEIR USE AS S1P1 AGONISTS AND METHODS FOR THEIR PRODUCTION

The invention is directed to Compounds of Formula (I) as well as methods of making and using the compounds.

Structure-activity relationship study to understand the estrogen receptor-dependent gene activation of aryl- and alkyl-substituted 1H-imidazoles

A series of C5-substituted 1,2,4-triaryl-1H-imidazoles was synthesized. Their gene-activating properties were determined on estrogen receptor alpha positive MCF-7 breast cancer cells, stably transfected with the plasmid ERE wtcluc (MCF-7-2a cells). The influence of 4-OH and 2-Cl substituents on the phenyl rings as well as the significance of a methyl, ethyl, or phenyl group at C5 on the estrogen receptor binding and the resulting gene activation in MCF-7-2a cells was studied. The alkyl and aryl groups at C5 of 1,2,4-tris(4-hydroxyphenyl)-1H-imidazole 1 increased the transactivation, while chlorine atoms on the phenyl rings diminished this effect. 5-Ethyl-1,2,4-tris(4- hydroxyphenyl)-1H-imidazole 9 was identified as the most active compound. Its excellent transcriptional activity did not only depend on the C5 ethyl group, but also on the three hydroxyl groups of the phenyl rings. Compounds (11-14) with a reduced number of hydroxyl groups displayed distinctly lower gene activation.

SUBSTITUTED QUINOLONES

The invention relates to substituted quinolones methods for production and use thereof for the production of medicaments for the treatment and/or prophylaxis of diseases, in particular, for use as antiviral agents, in particular, against cytomegaloviruses.

Oxidative degradation of arylfuro-1,2-oxazoles to arylnitriles by potassium permanganate

Arylfuroisoxazolines are oxidatively degraded to arylnitriles by treatment with a mixture of potassium permanganate and sodium acetate in dry dioxane.

Displacement of Halogen of 2-Halogeno-Substituted Benzonitriles with Carbanions. Preparation of (2-Cyanoaryl)arylacetonitriles

(2-Cyanoaryl)arylacetonitriles are obtained by displacement of halogen of 2-halobenzonitriles with phenylacetonitrile anions.The method also applies to a number of heteroaromatics with ortho-situated halogen and cyano groups and to heteroarylacetonitrile anions.The anions were generated by using potassium tert-butoxide or potassium carbonate.Calculated electron densities of the electrophilic centers reflect the reactivity in the displacement reaction.The calculations indicate that the potassium ion complexes with the cyano group of the 2-halobenzonitriles in nonpolar solvents, thus promoting competitive addition of the anion to the cyano group.Carbanions derived from acids with pKa ca. 19-23 similarly displaced the halogen of 2-halobenzonitriles.