79866-41-4

Upstream product

• 78146-52-8 phenylglyoxal monohydrate 
• 106-49-0 p-toluidine 
• 67-56-1 methanol 
• 1075-06-5 2,2-dihydroxy-1-phenyl-ethanone 
• 1074-12-0 phenylglyoxal hydrate 
• 4831-18-9 N-phenacyl-p-toluidine 

Downstream Products

• 17539-90-1 N-(p-tolyl)-1-phenyl-2-aminoethanol 
• 131856-89-8 Methyl 3-hydroxy-4-(p-methylphenyl)imino-3-phenylbutanoate 
• 109685-23-6 Methyl 2,2-dimethyl-3-(p-methylphenyl)amino-4-oxo-4-phenylbutanoate 
• 107209-49-4 (8-Methyl-3a,4,5,9b-tetrahydro-3H-cyclopenta[c]quinolin-4-yl)-phenyl-methanone 
• 107209-61-0 (2-Methyl-5,6,6a,7,8,10a-hexahydro-phenanthridin-6-yl)-phenyl-methanone 
• 109685-36-1 4-Hydroxy-5-methoxy-3,3-dimethyl-4-phenyl-1-p-tolyl-pyrrolidin-2-one 
• 109685-16-7 3-Hydroxy-4-methoxy-2,2-dimethyl-3-phenyl-4-p-tolylamino-butyric acid methyl ester 
• 109685-19-0 Methyl 3-hydroxy-2,2-dimethyl-4-(p-methylphenyl)imino-3-phenylbutanoate 
• 109685-27-0 4-Benzoyl-3,3-dimethyl-1-(p-methylphenyl)-2-azetidinone 

Relevant academic research and scientific papers

REGIOCONTROLLED ADDITION IN THE REACTION OF N-(α-METHOXYPHENACYL)ANILINES WITH METHYL LITHIOISOBUTYRATE

Reaction of various para-substituted N-(α-methoxyphenacyl)anilines with lithioisobutyrate in excess gives, in good yield, compounds 2-6 through a regiocontrolled process.

The Reaction of Phenylglyoxal with Primary Aliphatic and Aromatic Amines. Synthesis of Phenylglyoxal Monoimines and some Derivatives.

Condensation of phenylglyoxal with primary aliphatic amines yields the related keto-aldimines.When primary aromatic amines are used, aldimines, amino-hydroxy-ketones, diamino-ketones, and alkoxy-amino-ketones are obtained depending upon the nature of the amine and the experimental conditions.Alternatively the monoimines can be obtained by dehydration of C-hydroxyphenacylarylamines and by demethanolation of C-methoxyphenacylarylamines both on treatment with Pd/C catalyst.Reduction of phenylglyoxal monoimines with sodium borohydride yielded H-substituted 1-phenyl-2-aminoethanols and 1,3-dipolar cycloaddition of the imines with p-chlorobenzonitrile oxide afforded 4-substituted 5-benzoyl-3-(p-chlorophenyl)-4,5-dihydro-1,2,4-oxadiazoles.

SYNTHESIS AND REACTIONS OF PHENYLGLYOXAL ANILS

Contrary to previous reports, the reaction of anilines and phenylglyoxal in toluene affords the expected anil PhCO-CH=N-Ar, 1.In many cases it is more convenient to carry out the reaction in methanol where the methanol adduct of 1 forms, which may be better isolated, characterised and stored.Since the alcohol adduct is in equilibrium with free 1, it can be used for synthetic purposes as precursor of 1 as in hydrolysis, Diels-Alder, and other reactions initiated by nucleophilic attack on the carbon-nitrogen double bond.

Removal of Toluene-p-sulphonyl Groups from Sulphonamides. Part 4. Synthesis of Phenylglyoxal Imine Monomers

Syntheses and reactions of N-tosylphenacylamines with bases have been systematically examined.Monomeric C-methoxy-imines are available from some of these reactions.C-Methoxyphenacylarylamines, made by two routes, were converted into monomeric imines on treatment with noble-metal catalysts, The boron trifluoride-catalysed reactions of aryl aldehydes with sulphonamides provide a new and convenient route to N-sulphonylarylimines.