Studies On The Synthesis Of Five-membered Nitrogen-Containing Heterocyclic Compounds And The Reaction Of Naphthoquinone And Amine

Five-membered Nitrogen-containing heterocyclic ring is an important structural unit of the organic compounds,has a wide usage in the field of medicine,food,pesticides,chemicals as important intermediates for fine chemical products.This paper summarized the synthesis ang application of pyrrole and thiazole,and studied the synthesis of 2-thiazole thione and the condensed heterocyclic pyrroles.The paper contains the following three parts,mainly on the synthesis of 2-amino naphthoquinone,2-thiazole thione and aza-bodipy compounds:1.The paper researched the reaction of 1,4-naphthoquinone and amine mediated by iodine,which the fatty primary amines with 1,4-naphthoquinone in iodine,get the corresponding 2-iodo-3-amino-1,4-naphthoquinone and 2-amino-1,4-naphthaoquinone,but N-alkyl amino acid ester only get the oxidative-addition product 2-amino naphthoquinone derivatives.The thesis optimizated the solvent,temperature and the ratio of raw materials,and 27 2-amino naphthoquinone derivatives were synthesized under the optimum condition,the structures of them were characterized by 1H NMR,13C NMR.2.The thesis studied a new synthesis way of 2-thiazole thione compounds,1,4-naphthoquinone,amine hydrochloride and carbon disulfide as a raw material,the reaction solvent,temperature,ratio and alkali on the reaction,optimized the reaction conditions,and synthesised of 15 2-thiophene thione derivatives which have not been reported,and the structures were characterized by 1H NMR,13C NMR.3.Designed the synthetic route of the aza-bodipy,synthesized a aza-bodipy compound has not been reported.,which has high quantum yield and long stokes shift,is a good fluorescent dye.