Study On The Reaction Of Novel Pyridazinone Carbonylhydrazides And Formation Of Their Related Heterocyclic Compounds

Pyridazinone derivatives have been applied in field of pharmacy and agricultural chemicals due to their wide range of versatile, significant bioactivities and pharmalogical activities. In recent years synthetic work on pyridazinone derivatives have been become in synthetic chemistry. Many pyridazinones exhibited inhibition of platelet aggregation and treat congestive heart failure activities. In the same time, they were well-known compounds in agrochemical research, such as insecticides, acaridcides and show higher bioactivity against tobacco mosaic virus (TMV) etc. The heterocyclic compounds with 1,3,4-thiadiazole, 1,3,4-oxadiazole, and l,2,4-triazol-5-thione have significant biological activities as fungicides, insecticides, micribiocides, bactericides, anticunvulsants, antiviral, antibacterial etc. Carbohydrates are useful molecules to creatures and play important role in metabolizability.In view of those observation and expect to realize the inforcement of many physiological activities by means of combining pyridazinone with different heterocycles and carbohydrates. The heterocyclic compounds of pyridazinone, N-glycosyl-2-substituted thiosemicarbazides and aldose hydrazones were obtained. The structure of intermediated and target compounds were conformed by elemental analysis, 'H NMR, IR and MS spectral date.This work is composed of the follows.1.Review on the development and actuality in pyridazinone and W-glycosyl-l-substituted thiosemicarbazide.2. Hydrazides of pyridazinone were prepared from the starting materials a-ketoglutaric acid and hydrazine hydrate. Aryl thiosemicarbazides were synthesized from the reaction of aryl isothiocyanates with hydrazides, which cyclized under different conditions to give related heterocyclic compounds.3..N-glycosyI-2-substituted thiosemicarbazides were synthesized using the reaction glycosyl isothiocyanates with hydrazides of pyridazinone.4. Aldose hydrazones were obtained from the reaction of aldose with pyridazinone hydrazides.The innovations of the thesis are based on the follows: 1. 1,4,5,6-tetrahydro (or 1,6-dihydro)-6-pyridazinone-3-hydrazides, which were synthesized unreported in the literatures; 2. 12 Aryl thiosemicarbazides have been synthesized from the reaction of thiosemicarbazides with hydrazide, and 36 pyridazinone heterocyclic compounds of 1,3,4-thiadiazole, 1,3,4-oxadiazole, and l,2,4-triazol-5-thione were obtained by cyclizing the aryl thiosemicarbazides in different conditions; 3. 8 A^-glycosyl-2-[l,4,5,6-tetrahydro(orl,6-dihydro)-6-pyridazione-3-carbonyl]thiosemicarbazides were synthesized by the reaction of l,4,5,6-tetrahydro(or 1,6-dihydro)-6-pyridazinone-3-hydrazides with glycosyl isothiocyanates. 12 Aldose hydrazones were obtained from the reaction aldose with pyridazinone hydrazides.