911063-20-2

Upstream product

• 107-15-3 ethylenediamine 
• 82231-93-4 3-oxo-5,6-diphenyl-2,3-dihydropyridazine-4-carbonyl chloride 
• 911063-19-9 3-chloro-4-chlorocarbonyl-5,6-diphenylpyridazine 
• 54108-27-9 ethyl 3-chloro-5,6-diphenylpyridazine-4-carboxylate 
• 82231-91-2 3-oxo-5,6-diphenyl-2,3-dihydro-pyridazine-4-carboxylic acid 

Relevant academic research and scientific papers

Some reactions of 4-ethoxycarbonyl - And 4-chlorocarbonyl-3-chloro-5,6 diphenylpyridazines, synthesis of some fused pyridazines

REACTION of compound 1 with benzhydrazide in refluxing 1-butanol yielded triazolo[4,3-b] pyridazine 2. On treatment of 1 with sodium azide in dimethylformamide produced pyrazolopyridazine 3. However, reaction of 1 with o-aminothiophenol gave thiazepinopyridazine 4. While, treatment of 1 with 2-aminoethanol and 2-mercaptoethanol gave the pyridazine derivatives 5 and 6. respectively. Moreover, treatment of 1 and 9 or 10 with ethylenediamine afforded pyridazino[4,3-f]diazepines 7 and 11, respectively. Also, compound 9 reacted with 2-aminoethanol forming pyridazino[4,3-f]oxazepine derivative 12. While reaction of 9 or 10 with o-phenylenediamine, o-aminophenol and o-aminothiophenol produced diazepino-, oxazepino- and thiazepinopyridazine derivatives 13-15, respectively. Hydrazinolysis of 9 afforded the pyrazolopyridazine 16. Grignard reaction on 13 using phenylmagnesium bromide and benzylmagnesium chloride gave pyridazinodiazepine derivatives 17 and 18, respectively. However, sulfuration of 11 and 16 with phosphorus pentasulfide gave the thionated products 19 and 20, respectively. Compound 20 was trapped by methylation with methyliodide to give 21.