78920-27-1

Upstream product

• 78939-67-0 5-Morpholin-4-yl-4-phenyl-5H-furan-2-one 
• 122-78-1 phenylacetaldehyde 
• 78920-11-3 4-phenyl-5-hydroxy-2-(5H)-furanone 
• 78920-17-9 3-phenyl-4-ethoxy-2-butenolide 
• 99558-30-2 diethyl 2-(2,2-diethoxy-1-phenylethyl)propane-1,3-dioate 

Downstream Products

• 1008-73-7 4-phenyldihydrofuran-2(3H)-one 
• 5676-35-7 3-Phenylsuccinaldehydic acid 
• 78920-22-6 5-hydroxy-4-phenyl-4,5-dihydro-3H-furan-2-one 
• 99558-31-3 4,5-dihydro-5-phenylpyridazin-3(2H)-one 
• 99558-42-6 5-phenyltetrahydropyridazin-3(2H)-one 
• 78920-21-5 5-phenylpyridazin-3(2H)-one 
• 40951-19-7 sodium 4-hydroxy-3-phenylbutanoate 

Relevant academic research and scientific papers

PREPARATION AND SOME REACTIONS OF 4- AND 5-ARYL-4,5-DIHYDROPYRIDAZIN-3(2H)-ONES

Efficient preparations of 4- and 5-phenyl-4,5-dihydropyridazin-3(2H)-ones have been developed, the main reactions of these compounds have been studied, and the synthetic routes have been used to give analogues with substituents in the phenyl rings.In the best synthesis of the 4-phenyldihyropyridazinone (72 percent overall yield) the product was obtained from phenylacetic acid by three simple stages.This approach was applied in preparations of the 2- and 4-hydroxyphenyl compounds and, in conjunction with a recent method for amine protection, the 4-aminophenyl analogue.A four stage synthesis starting from benzaldehyde gave the 5-phenyldihydropyridazinone in 47 percent overall yield; hydroxybenzaldehydes were similarly converted into 5-(allyloxyphenyl)dihydropyridazinones.Oxidation to phenylpyridazinones occured more readily with the 4- and 5-phenyldihydropyridazinones than with the 6-phenyl isomer.The 4- and 5-dihydropyridazinones were smoothly reduced to tetrahydropyridazinones by hydrogenation over platinum but were uneffected by palladium in the presence of hydrazine or cyclohexene.

Lactone Chemistry. Synthesis of β-Substituted, γ-Functionalized Butanolides and Butenolides and Succinaldehydic Acids from Glyoxylic Acid

The Mannich-type aminoalkylation reaction of enolizable aldehydes with morpholine and glyoxylic acid instead of formaldehyde was investigated: in basic and neutral media were obtained α,γ-dimorpholinobutanolides 2 and α-morpholino-γ-hydroxybutanolides 1, respectively.In acidic medium the spontaneous elimination of the α-morpholino group afforded the γ-hydroxybutenolide 8.The reaction pathways were suggested from the isolation and characterization of some intermediates of the Mannich reaction.These lactone structures constitute versatile synthetic intermediates for the preparation of β-substituted succinaldehydic acids 15 and 5-substituted 3-(2H)-pyridazinones 13 and 14.