Study On The Synthesis Of P,m-benzoyl Chloride(TPC,IPC),sodium P-nonyloxybenzenesulfonate(NOBS)and Ribavirin Derivatives

Chapter 1,Chapter 2,Chapter 3,Chapter 4 and Chapter 5 introduce the introduction,the synthesis of terephthaloyl chloride(TPC),the synthesis of isophthaloyl chloride(IPC),the synthesis of NOBS and ribavirin derivatives in turn.The introduction part introduces the physicochemical properties and used of the four target compounds and the current synthesis methods of the four target compounds.(1)TPC and IPC was synthesized with terephthalic acid and isophthalic acid as a raw material respectively by acylation reaction with dichlorosulfoxide in chapter 1 and chapter 2.The optimal reaction conditions of TPC and IPC were the reaction temperature 85?,the time 4h,Terephthalic acid-to-Dichlorosulfoxide ratio was 1:3.5,The amount of catalyst was 6%of the mole of terephthalic acid,The overall yield was 96.7%and the reaction temperature was 75?,the time 2.5h,The molar ratio of isophthalic acid to dichlorosulfoxide was 1:3.5,The amount of catalyst was 4%of the mole of isophthalic acid.with the overall yield of 97.8%.respectively(2)The target compound was synthesized through 2 steps composed of chlorination,acylation reaction in which n-nonanoic acid,sodium p-hydroxybenzenesulfonate and dichlorosulfoxide was used as a raw material in chapter 4.In the first step,Nonanoic acid is chlorinated to obtain nonanoyl chloride.The best conditions were the temperature 85?Cthe time 2.5h and The molar ratio of n-nonanoic acid and dichlorosulfoxide is 2.5 to 1.The yield is 97.3%.In the second step,the sodium hydroxybenzenesulfonate is acylated with the acid chloride of the first step to obtain the target product NOBS.The best parameters indicate that the reaction temperature is 145?,the time 5h and The molar ratio of nonanoyl chloride to sodium p-hydroxybenzenesulfonate is 1.5:1,The total recovery was 75.6%.(3)The synthesis of ribavirin derivatives involves two steps in chapter 5,the best process is reaction temperature 75?,the time 4h,solvent methanol 30ml,and The catalyst dosage is 4%of the mole of ribavirin and the yield is 96.2%.Secondly,the product obtained in the first step is acylated to obtain ribavirin derivative 1,The optimal condition indicates that the reaction temperature was 50? and the time was 12h and the molar ratio of product obtained in the first step to succinic anhydride was 1:5,The total yield is 95.6%.Finally,ribavirin derivative 1 is synthesized with calf serum protein to obtain the target product ribavirin derivative 2.Ribavirin,succinic anhydride and calf serum as starting materials.The structure of compounds was also confirmed by ESI-MS and 1H-NMR...