The Synthesis Of Pyridine-2,6-dicarboxylic Acid And Its Deriatives Under Microwave Irradiation

Pyridine-2, 6-dicarboxylic acid, as a compound with biologic activity, plays a great role in the field of medicine. In recent years, the rare metal complexes involving pyridine dicarboxylic acid have received much attention. For example, it can coordinate easily with gallium and indium. And the studies have showed that three Ga(III)-complexes involving pyridine dicarboxylic have significant inhibiting effect on Gram-positive Pathogens, which would help to proving their potentials for some cancers and to synthesizing new anticancer drugs. On the other hand, poly(pyridine-2,6-dicarboxylic acid)/multi-walled carbon nanometer tube can be used as the complex modified electrodes.The compounds with a group of pyridine have excellent pharmacologic activities. Up to now, it has increasing interest in the design and synthesis of pharmaceuticals with pyridine ring in the pharmaceutical chemistry, because it was found more absorbable and less side-effects than benzene ring. In addition, the pyridine derivatives have also been used as feed additives.2,6—Quinolinic acid dimethyl ester is a kind of pyridine. So, to study a convenient synthetical method is very important. It has not been reported that the goal product is abtained with ethyl benzoic acid as starting material in two steps. This paper consists of six parts.Chapter 1: Pyridine dicarboxylic compound was abtained with 2,6-dimethylpyridine as starting material by oxidating of potassium permanganate using microwave irradiation.The influences of molar ratio of starting material, power of microwave irradiation, irradiation time and mass fraction of vitriol used were also investigated, and the optimal reaction conditions were found. The goal product was characterized by FT-IR and ~1HNMR.Chapter 2: 2,6—Quinolinic acid dimethyl ester was abtained with 2,6—quinolinic acid and methanol as starting material using microwave irradiation. The influences of molar ratio of starting material, power of microwave irradiation, irradiation time and mass fraction of vitriol used were also investigated, and the optimal reaction conditions were found. The goal product was characterized by FT-IR and ~1HNMR.Chapter 3: Pyridine-2,6-dicarboxyIic acid hydrazine was synthesized under microwave irradiation. The affects of irradiation time, irradiation power and the ratio of materials on the reaction were discussed, and the optimized reaction conditions were obtained.Chapter 4: A series of 2,5-disubstituted 1,3,4-oxadiazoles are synthesized by cyclization of several acids with pyridine-2,6-dicarboxylic acid hydrazine in the presence of a polymer supported cyclizing agent under the silvent-free and microwave irradiation conditions. We studied different affects of varies conditions (ratios, catalysts, irradiation power and time) on the reactions. Then we synthesized 8 2,5-disubstituted 1,3,4-oxadiazoles. The fluorometric spectrum of some compounds is analyzed.Chapter 5: Phenobarbital (PB) has been widely using as a prototype inducer for biochemical investigations of drug/ steroid metabolism and the enzymes catalyzing this metabolism. PB is a potentially neuroprotective agent that may prevent ischaemic injury and reduce blood pressure fluctuations and cerebral perfusion in preterm. PB is also the inducer to hepatomicrosome and drug metabolism enzyme. However, the conventional synthetic methods for PB have some disadvantages such as time-consuming, expensive, insecurity from the use of ether, polluted production, and so on.In this study the goal product was abtained with ethyl benzoic acid as starting material in two steps in order to reduce the procreative costChapter 6: AC oscillopolarographic titration was found to be a very useful technique which was convenient, fleetly and veracious, not only in chemistry titration, but also in indicator titration. It is used extensively to acid-base titration, chelatometric titration, oxidation-reduction titration and precipitation titration especially to medicament and organic analysis.The application of AC oscillopolarographic method in determination of minim phenol in industrial sewage was studied. The influences of diversified experiment conditions were also investigated. The results showed that this method was feasible in determination of minim phenol in industrial sewage.