2166-05-4

Upstream product

• 128256-27-9 2-bromo-1-phenylethanone phenylsulfonylhydrazone 
• 128256-29-1 C₁₄H₁₂BrClN₂O₂S 
• 20913-05-7 (Benzoylmethylene)triphenylphosphorane 
• 70-11-1 α-bromoacetophenone 
• 536-38-9 4-chlorobenzoylmethyl bromide 

Relevant academic research and scientific papers

Solid phase synthesis of pyridazine derivatives using polymer-bound sodium benzenesulfinate

A new solid phase synthesis of 3,6-disubstituted pyridazine derivatives, resulting from the reaction of polymer-bound sodium benzenesulfinate with α-bromoketone substrates followed by condensation with hydrazine, is described. Mild basic conditions for the condensation reaction simultaneously release the desired product from the solid support. The crystal structure of 3,6-bis(p-chlorophenyl)pyridazine is reported.

Degradational cyclization of α-[2-phenyl-2- (phenylsulfonylhydrazono)ethyl]phenacylidenetriphenylphosphoranes to 3,6- diphenylpyridazines and 5-benzoyl-3-phenylpyrazoles

α-[2-Phenyl-2- (phenylsulfonylhydrazono)ethyl]phenacylidenetriphenylphosphoranes were obtained (60-71%) by the reaction between phenylsulfonylhydrazones of phenacyl bromides and phenacylidenetriphenylphosphoranes. Thermolysis of the phosphoranes gave 3,6-diphenylpyridazines (43-66%) and 5-benzoyl-3- phenylpyrazoles (13-27%), together with triphenylphosphine oxide and S-phenyl benzenethiosulfonate, a disproportionation product from benzenesulfinic acid. The structure of the intermediate α-substituted phenacylidenetriphenylphosphorane was confirmed by an X-Ray diffraction method.