65296-01-7

Upstream product

• 1074-12-0 phenylglyoxal hydrate 
• 57-14-7 N,N-Dimethylhydrazine 
• 82453-79-0 1-Phenylglyoxal-1-dimethylhydrazon 
• 1075-06-5 2,2-dihydroxy-1-phenyl-ethanone 

Downstream Products

• 136209-74-0 4-Dimethylamino-6-phenyl-3,4-dihydro-2H-[1,4]thiazine-3-carboxylic acid methyl ester 
• 136209-72-8 4-Dimethylamino-6-phenyl-3,4-dihydro-2H-[1,4]thiazine-3-carbonitrile 
• 136209-73-9 1-(4-Dimethylamino-6-phenyl-3,4-dihydro-2H-[1,4]thiazin-3-yl)-ethanone 
• 136209-80-8 6-Phenyl-3-acetyl-2H-1,4-thiazine 
• 136209-83-1 6-Phenyl-2H-[1,4]thiazine-3-carbaldehyde 
• 136209-69-3 2-(Dimethyl-hydrazono)-1-phenyl-ethanethione 

Relevant academic research and scientific papers

Synthesis of o -(dimethylamino)aryl ketones, acridones, acridinium salts, and 1 H -indazoles by the reaction of hydrazones and arynes

A novel, efficient route to biologically and pharmaceutically important o-(dimethylamino)aryl ketones, acridones, acridinium salts, and 1H-indazoles has been developed starting from readily available hydrazones of aldehydes and o-(trimethylsilyl)aryl triflates. The reaction proceeds through arynes under mild conditions, tolerates a wide range of functional groups, and provides the final products in good to excellent yields.

The heteroatomic chains and their derived cyclic products XI. A synthesis of 2-(dialkylhydrazone)thioacetophenones as agents in the preparation of 3,4-dihydro-2H-1,4-thiazines and 2H-1,4-thiazines.

We describe the preparation of 2-(dialkylhydrazone)-thioacetophenones starting from their oxygenated analogs. These compounds are used as building blocks in heterocyclic chemistry and lead to 3,4-dihydro-2H-1,4-thiazines or 2H-1,4-thiazines.

Aza-enamines, VIII. - Electrophilic Substitution reactions at the Azomethine C-Atom of Aldehyde Dialkylhydrazones: Vilsmeier Formylation and Consecutive Reactions

The reaction of hydrazones 1 with the Vilsmeier reagent yields 3-phenyl-1,4,5-triaza-1,3-pentadienium salts according to their aza-enamine character.Hydrolysis of 2 gives 1-phenylglyoxal 1-dialkylhydrazones 3, which rearrange in acidic media to 1-phenylglyoxal 2-dialkylhydrazones 4.Compound 3h forms the dihydropyrroloimidazole 5 in boiling ethanol.Pyrrolotriazinium salt 6 is obtained by the reaction of 1b with the isolated Vilsmeier reagent from dimethylformamide/oxalyl chloride.

ENAMIN-ANALOGE REAKTIONEN VON ALDEHYD-N,N-DIMETHYLHYDRAZONEN.

Aldehyde-N,N-dimethylhydrazones are regarded as aza-analogous enamines.Accordingly they are substituted on the azomethynecarbon by the electrophilic sulphonylisocyanates and the Vilsmeier-reagent giving the compounds 4 and 6, respectively.