20958-76-3

Upstream product

• 29043-58-1 benzophenone α-chloroacetylhydrazone 
• 5350-57-2 benzophenone hydrazone 

Downstream Products

• 139215-20-6 8,8-diphenyl-8H-<1,2>diazeto<1,2-a>indazol-2(1H)-one 
• 99641-78-8 4-tert-Butyl-2,2-diphenyl-3-thia-1,5-diaza-bicyclo[3.2.0]heptan-6-one 
• 119-61-9 benzophenone 
• 637-80-9 ethyl 2-hydrazinylacetate 
• 80351-18-4 1-(1,1-diphenylethyl)-1,2-diazetidin-3-one 
• 80351-20-8 3-Oxo-5-(3-oxo-[1,2]diazetidin-1-yl)-5,5-diphenyl-pentanoic acid methyl ester 
• 79289-53-5 1-benzhydryl-1,2-diazetidin-3-one 
• 40718-26-1 α-diphenylmethylaminoacetamide 
• 79289-52-4 2-[(diphenylmethylene)amino]acetamide 
• 79289-49-9 3-oxo-1,2-diazetidinium tosylate 
• 79289-58-0 2,2-diphenyl-3,4,6,7-tetracarbomethoxy-1,5-diazabicyclo<3.3.0>octa-3,7-diene 
• 139215-33-1 5,5-diphenyl-1,3,4,5-tetrahydro-2H-1,4-benzodiazepin-2-one 
• 87616-26-0 (5aS,10aR)-1,6-Dioxo-3,3,8,8-tetraphenyl-tetrahydro-dipyrrolo[1,2-a;1',2'-d]pyrazine-5a,10a-dicarboxylic acid dimethyl ester 
• 87616-28-2 C₂₆H₂₇NO₃ 

Relevant academic research and scientific papers

Synthesis of Cyclic Azomethine Imines from Aza β-Lactams. Conversion of 3-Oxo-1,2-diazetidinium Tosylates into 1-Substituted 3-Oxo-1,2-diazetidinium Inner Salts

Dehydrohalogenation of (α-haloacyl)hydrazones of benzophenone gives 1-(diphenylmethylene)-3-oxo-1,2-diazetidinium inner salts (2,5,6), which are hydrolyzed with 1 molar equiv of p-toluenesulfonic acid monohydrate in CH2Cl2 to give 3-oxo-1,2-diazetidinium

Synthesis and properties of 3-oxo-1,2-diazetidinium ylides

Treatment of α-chloroacylhydrazones of diaryl and certain aralkyl and dialkyl ketones with sodium hydride in anhydrous tetrahydrofuran gives 1-(disubstituted methylene)-3-oxo-1,2-diazetidinium inner salts (ylides). The reaction pathway involves formation of the hydrazone anion followed by intramolecular SN2 halide displacement (with complete inversion at the α carbon) by the sp2 imine nitrogen. These 1-(disubstituted methylene)-3-oxo-1,2-diazetidinium ylides are reduced by sodium borohydride to give 1-substituted 1,2-diazetidin-3-ones, undergo dipolar cycloaddition reactions to give fused aza-β-lactams, and can be hydrolyzed with p-toluenesulfonic acid monohydrate to the p-toluenesulfonic acid salt of 1,2-diazetidinone.