145121-27-3

Upstream product

• 10475-63-5 3-oxo-2-(phenylhydrazono)butyric acid ethyl ester 
• 89516-24-5 ethyl 5-cyano-4-methyl-6-oxo-1-phenyl-1,6-dihydropyridazine-3-carboxylate 

Downstream Products

• 145142-18-3 7-benzylideneamino-2,6-diphenyl-3,8-dioxo-2,3,7,8-tetrahydropyrido<3,4-c>pyridazine 
• 276691-59-9 4-benzoyl-1-(4-cyano-5-methyl-3-oxo-2-phenylpyridazine-3-yl)thiosemicarbazide 
• 145121-28-4 5-cyano-1,6-dihydro-4-methyl-1-phenyl-6-oxopyridazine-3-carboxylic acid benzylidenehydrazide 
• 174599-89-4 5-Cyano-4-methyl-6-oxo-1-phenyl-1,6-dihydro-pyridazine-3-carbonyl azide 

Relevant academic research and scientific papers

Hydrazones in heterocyclic synthesis; synthesis of 1,3,4-thiadiazole derivatives

A new synthesis of 1,3,4-thiadiazoles has been achieved. The reactivity of certain alkylheterocycles towards electrophilic reagents are reported.

Novel Synthesis of Pyridopyridazine, Pyrrolopyridazine and some Pyridazine Derivatives

Ethyl-1-aryl-5-cyano-1,6-dihydro-4-methyl-6-oxopyridazin-3-carboxylates (1) react with hydrazine hydrate in ethanol to give the corresponding hydrazide (2).Compounds 2 gave the carboazides 3 upon treatment with nitrous acid.The carboazides (3) react with different alcohols, different amines and hydrazine hydrate to give the corresponding carbamate, substituted urea, and semicarbazide derivatives 5-7, respectively.Also compound 3 when refluxed in xylene gave pyrrolopyridazine (4).Compound 1 reacts with aromatic aldehydes to give styryl derivative 8 which upon refluxing with hydrazine hydrate gave the corresponding hydrazide (9) which undergoes cyclization to pyrido-pyridazine (10) upon treatment with Cu2Cl2.Key words: pyridazine, pyrrolopyridazine, pyridopyridazine

Novel synthesis of pyridopyridazine, pyrrolopyridazine and some pyridazine derivatives

Ethyl-1-aryl-5-cyano-1,6-dihydro-4-methyl-6-oxopyridazine-3-carboxylat e (1) reacts with hydrazine hydrate in ethanol to give the corresponding hydrazide 2. Compound 2 gave the carboazide 3 upon treatment with nitrous acid. The carboazide 3 reacts with different alcohols, hydrazine hydrate, and different amines to give the corresponding carbamate, semicarbazide and urea derivatives 4-6, respectively, also compound 3 when refluxed in xylene gave pyrrolopyridazine 7. Compound 1 reacts with aromatic aldehydes to give styryl derivative 8 which upon refluxing with hydrazine hydrate gave the corresponding hydrazide 9 which undergoes cyclization to pyridopyridazine 10 upon treatment with Cu2Cl2.