72587-96-3

Upstream product

• 110216-83-6 4-amino-3-benzyl-1-methylquinolin-2(1H)-one 
• 73281-64-8 3-benzoyl-4-hydroxy-1-methylquinolin-2(1H)-one 
• 49769-78-0 2-benzyl-malonic acid dimethyl ester 
• 76154-12-6 N-[1-(2'-methylphenyl)-ethylidene]-aniline 
• 203123-39-1 2-Phenylamino-2-o-tolyl-propionitrile 
• 110254-69-8 3-Benzyl-4-chlor-1-methyl-2(1H)-chinolon 
• 1677-46-9 4-hydroxy-1-methyl-2(1H)-quinolone 
• 100-51-6 benzyl alcohol 
• 773837-37-9 sodium cyanide 
• 94674-88-1 3-benzyl-3-chloro-1-methylquinoline-2,4(1H,3H)-dione 
• 78859-83-3 4-Benzoyloxy-1-methyl-1,2-dihydro-chinolin-2-on 
• 62-53-3 aniline 

Downstream Products

• 61469-95-2 1-methyl-1H-quinoline-2,4-dione 
• 110254-69-8 3-Benzyl-4-chlor-1-methyl-2(1H)-chinolon 
• 84261-48-3 3-benzyl-3-hydroxy-1-methylquinoline-2,4(1H,3H)-dione 
• 110216-94-9 3-Benzyl-1-methyl-4-tosyloxy-2(1H)-chinolon 
• 110229-49-7 4-Benzylamino-3-benzyl-1-methyl-2(1H)-chinolon 
• 110229-46-4 3-benzyl-1-methyl-1H-quinolin-2-one 
• 1432733-38-4 3-benzyl-1,2-dihydro-1-methyl-2-oxoquinolin-4-yl dihydrogen phosphate hydrate 
• 94674-88-1 3-benzyl-3-chloro-1-methylquinoline-2,4(1H,3H)-dione 
• 172604-63-6 3-hydroxy-1-methylquinolin-2(1H)-one 

Relevant academic research and scientific papers

Reaction of Tertiary 2-Chloroketones with Cyanide Ions: Application to 3-Chloroquinolinediones

3-Chloroquinoline-2,4-diones react with cyanide ions in dimethyl formamide to give 3-cyanoquinoline-2,4-diones in small yields due to the strong hindrance of the substituent at the C-3 atom. Good yields can be achieved if the substituent at this position

Stereochemistry of the reduction of α-chloroketones with sodium borohydride—application to 3-chloroquinoline-2,4-diones: Dedicated to the memory of Professor Dr.?Vojeslav ?těrba who died in September 2015 being nearly 93 years old

3-Chloroquinoline-2,4-diones were reduced with sodium borohydride to give syn- and anti-chlorohydrins, the stereochemistry of which was established by NMR spectroscopy. Both stereoisomeric chlorohydrins were reacted with potassium carbonate in methanol. a

Pd/C-catalyzed alkylation of heterocyclic nucleophiles with alcohols through the "borrowing hydrogen" process

The alkylation of heterocyclic compounds is important for the synthesis of various biologically active compounds. In this paper, we present the development of a Pd/C-catalyzed alkylation of heterocyclic compounds using alcohols as the alkylating agents. T

Iridium catalysed alkylation of 4-hydroxy coumarin, 4-hydroxy-2-quinolones and quinolin-4(1H)-one with alcohols under solvent free thermal conditions

Ir catalysed alkylation of 4-hydroxy coumarin, 4-hydroxy-2-quinolones and quinolin-4(1H)-one with a range of substituted benzyl and aliphatic alcohols under solvent free thermal conditions afforded the corresponding monoalkylated products in high to excel

Synthesis of 4-Hydroxy-2(1H)-pyridones from Azomethines and Substituted Dialkylmalonates

The reaction of azomethines 4 with substituted dialkyl malonates 5 leads to the formation of 3-substituted 4-hydroxy-2(1H)-pyridones 6 in moderate yields. The azomethines 4 are prepared via arylaminopropionitriles 3 or in the conventional way by acid catalyzed condensation of ketones 1 with anilines 2. Chlorination of pyridones 6 with sulfuryl chloride leads to compounds 8-10.

Synthesis and reactions of 3-aroyl derivatives of 4-hydroxy-2-quinolones and 4-hydroxycoumarin

3-Aroyl-4-hydroxy-2-quinolones 4 and 11 can be synthesized starting with 1 or 9 via Fries rearrangement of the corresponding esters 3 and 10, catalyzed by potassium cyanide and 18-crown-6. A one pot procedure is presented in which the esters do not need to be isolated. Reduction of the aryl ketones 4 and 11 with zinc dust leads to the benzyl derivatives 5 and 12. Reaction of the aryl ketones 4 and 11 with hydroxylamine and subsequent heating of the crude product leads via thermal Beckmann rearrangement and dehydration to oxazoloquinolones 7 and 14. 2-Aroyloxypyrido[1,2-a]pyrimidin-4-ones 17 and 20 could not be converted to the corresponding ketones by Fries rearrangement.

A simple and effective method for the reduction of acyl substituted heterocyclic 1,3-dicarbonyl compounds to alkyl derivatives by zinc - acetic acid - hydrochloric acid

3-Acyl-4-hydroxy-2(1H)-quinolones (1a-k) were reduced in good yields (66-97%) to 3-alkyl-4-hydroxy-2(1H)-quinolinones (2a-k) using zinc powder (particle size 〈45 μm) in acetic acid/hydrochloric acid. This method could be transformed to 3-acetyl-4-hydroxy-

Methods for the Synthesis of 4-Azido-2(1H)-quinolones

4-Hydroxy-2-quinolones 1 are generally found to be converted to the 4-azidocompounds 3 via the 4-chloroquinolones 2, the 4-tosyloxyquinolones 6, or the 4-aminoquinolones 4, respectively.Choice of the reaction conditions and yields depend on the substituen