Study On The Synthesis Of Aromatic Guanidine And P-Acetylferulic Acid Guanidine

Guanidine was widely distributed in series of natural materials, such as protein, nucleic acid, streptomycin, folic acid etc. In the plant of sugar beet, rice hull, mushroom, bean and animals, human beings, guamdine was micro dosage. Some diseases can make the content of guanidine higher in blood and urine. Because of strong basicity, high stability, finebiological activity of guanidine compounds, they were applied widely and provoke many people's research interests.The synthesis studies and applications as antibiosis agent, germicide, medicine, drug intermediate, cosmetic of guanidine derivatives were reviewed. The review indicated that the application in fine chemical industry and the notable efficiency urge the synthesis of guanidine compounds develop to environmental protection and high efficiency, Following the modification of guanidine compunds' synthesis, the applications of them will provoke more and more regards. Based on the major synthetic methods, the p-guanidinobenzoic acid, p-fluorophenyl guanidine and p-methoxyphenyl guanidine were prepared in high yield using corresponding aromatic amine and AIMSOA (aminoimethanesulfonic acid), which was from AIMSA (aminoiminomethanesulfmic acid) and thiourea oxidized by aliphatic peroxyacid and peroxide. Then the guanidines were conversed to hydrochlorates. Orthogonal analysis was done about p-fluorophenyl guanidine carbonate and optimum synthesis conditions were obtained. The crystals of p-fluorophenyl guanidine salt and p-methoxyphenyl guanidine salt were got by recrystallization and the crystal structure were determined.According to the basic principles of drug design, reportedcarboxylic acid guanidine in the documents were analysed and p-acetylferulic acid guanidine was designed. The compound was expected to be higher biological activity , lower toxicity and less minus effect. The methods of chemical agent, esterification and p-acetylferoyl chloride were discussed and improved. As the result, p-acetylferulic acid guanidine was synthesized through two methods, which has not been reported yet. One was N,N'-carbonyldiimidazole condensating p-acetylferulic acid and free guanidine, the other was the reaction of methyl p-acetylferulate and free guanidine. The structure of titlecompound was identified by elemental analysis, IR and 13C NMR analysis, which was conform to the expected structure.Due to their high biological activity and low toxicity as well as wide use in many fields, the intensive study of guanidine and derivatives is very important.