20364-37-8

Upstream product

• 93-91-4 1-phenylbutan-1,3-dione 
• 109-77-3 malononitrile 
• 7664-93-9 sulfuric acid 
• 113123-56-1 2-hydroxy-4-methyl-6-phenyl-nicotinic acid ethyl ester 
• 5977-14-0 acetoacetamido 
• 98-86-2 acetophenone 
• 487016-54-6 2-chloro-N-(3-oxo-1-phenyl-butyl)-acetamide 
• 52117-38-1 4-phenyl-4-chloro-2-butanone 
• 845716-85-0 2-amino-4-methyl-6-phenyl-nicotinamide 
• 74547-15-2 2-amino-4-methyl-6-phenyl-nicotinic acid 
• 33899-65-9 2-hydroxy-4-methyl-6-phenyl-nicotinic acid 
• 82417-99-0 2-Amino-4-methyl-6-phenyl-3-pyridincarbonsaeure-ethylester 

Relevant academic research and scientific papers

N-3-oxoalkylamides and -thioamides in the synthesis of heterocyclic compounds. 7*. Study of the cyclization of N-(3-oxoalkyl)amides of tosylacetic acid

Alkyl-substituted N-(3-oxoalkyl)amides of tosylacetic acid are cyclized under the action of bases with the formation of 3-tosyl-3,6-dihydropyridin-2(1H) -ones. In the presence of a phenyl substituent at position C(1) of the 3-oxoalkyl chain the

Synthesis of Methylpyridine Derivatives. XXXIV. Condensation of Acetoacetamide with Ketones to form Pyridone Derivatives

Condensation of acetoacetamide (1) with acetone in polyphosphoric acid (PPA) gave 4,6-dimethyl-2(1H)-pyridone (2a) in 32percent yield.Similarly, the amide 1 was condensed with 2-butanone, 2-pentanone, 3-pentanone, cyclopentanone, cyclohexanone, cycloheptanone, acetophenone, and propiophenone to give the corresponding pyridone derivatives (2b-i) in 13-76percent yields.Condensation of the amide 1 with acetylacetone and ethyl acetoacetate gave 3-acetyl-4,6-dimethyl-2(1H)-pyridone (5) and ethyl 4,6-dimethyl-2(1H)-pyridone-5-carboxylate (6), respectively.Self-condensation of the amide 1 in PPA gave 3-acetyl-4-hydroxy-6-methyl-2(1H)-pyridone (7).

Process for the production of 6-substituted 4-methyl-2-pyridones

Process for the production of 6-substituted-4-methyl-2-pyridones having the formula: STR1 wherein R is a branched or unbranched alkyl group, a halogenated branched or unbranched alkyl group or a substituted or unsubstituted aryl group. Senecioic acid amide having the formula: STR2 is reacted in a solvent at an elevated temperature in the presence of a Lewis acid (as a catalyst) with an acyl chloride having the formula: STR3 wherein R has the same meaning as above. The reaction mixture is subsequently placed in an aqueous phase for hydrolysis. The 6-substituted-4-methyl-2-pyridone is separated by extraction through the buffering of the reaction mixture at a pH of 4 to 5.