化工进展2015，Vol.34Issue(9)：3421-3427,3451,8.DOI:10.16085/j.issn.1000-6613.2015.09.034
4-(5-硝基-6-羟基-7-甲基苯并噁唑-2-基)苯甲酸甲酯的合成
Synthesis of methyl 4-(5-nitro-6-hydroxy-7-methylbenzoxazol-2-yl) benzoate
摘要
Abstract
Aiming to change the poor compression performance and processing difficulties of PBO fiber,a novel monomer precursor compound,methyl 4-(5-nitro-6-hydroxy-7-methylbenzoxazol-2-yl) benzoate (MMNB),was proposed,and synthesized with total yield of 56.42%,and a purity of 97.5%. It can be used for the preparation of AB-type monomer and methyl modified PBO fiber,to improve the processability of PBO fibers and increase the axial compressive strength after heat-crosslinking. The results showed that intermediate methyl 4-[N-(2,4-dihydroxy-3-methyl-5-nitrophenyl) carbamoyl] benzoate(MNHB) was one-pot prepared by the chloride of monomethyl terephthalate (MTA),then condensed with 2-methyl-4-amino-6-nitroresorcinol hydrochloride (MANR?HCl) in methylene chloride solvent and triethylamine as acid binding agent,yield reached 73.65%. MMNB was synthesized by cyclization dehydration of MNHB in diglyme solvent with the presence of polyphosphoric acid,and yield reached 76.61%. Their molecular structures were confirmed by IR,MS and1H NMR.关键词
4-(5-硝基-6-羟基-7-甲基苯并噁唑-2-基)苯甲酸甲酯/合成/4-[N-(2,4-二羟基-3-甲基-5-硝基苯基)氨甲酰基]苯甲酸甲酯/甲基改性PBOKey words
methyl 4-(5-nitro-6-hydroxy-7-methylbenzoxazol-2-yl) benzoate/synthesis/methyl 4-[N-(2/4-di hydroxy-3-methyl-5-nitrophenyl)carbamoyl] benzoate/methyl modified PBO分类
化学化工引用本文复制引用
金宁人,项艳艳,吴秋萍,毛婷婷,吴纯鑫..4-(5-硝基-6-羟基-7-甲基苯并噁唑-2-基)苯甲酸甲酯的合成[J].化工进展,2015,34(9):3421-3427,3451,8.基金项目
江苏省科技支撑计划重大项目(BE 2011129). （BE 2011129）
