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    • 9. 发明授权
    • Synthesis of 5-aminocarbonyl-5H-dibenzo�a,d!cyclohepten-5,10-imine
    • 合成5-氨基羰基-5H-二苯并[a,d]环庚烯-5,10-亚胺
    • US5831095A
    • 1998-11-03
    • US715480
    • 1996-09-18
    • Javier GonzalezF. Ivy Carroll
    • Javier GonzalezF. Ivy Carroll
    • C07D451/02C07D221/18
    • C07D451/02
    • A powerful new anti-convulsant and anti-ischemic pharmaceutical, 5-aminocarbonyl-5H-dibenzo�a,d!cycloheptene-5,10-imine is prepared according to a novel synthesis which converts the starting material, commercially available dibenzosubernone to ADCI without the use of chromatographic purification, hazardous reagents or extreme conditions. The starting material is converted to the corresponding imine through ammonia exposure, and directly converted with acetone cyanohydrin in the presence of sodium cyanide to a 5-amino, 5-cyanocycloheptene intermediate. The intermediate is cyclized using bromine, followed by a reduction of the bromine-carbon bond using sodium cyanoborohydride. The target compound is obtained through selective hydrolysis. An overall yield of 46 percent or better is obtained.
    • 根据新的合成制备了一种功能强大的新型抗惊厥药和抗缺血药物5-氨基羰基-5H-二苯并[a,d]环庚烯-5,10-亚胺,其将起始原料,可商购的二苯并四氮烯转化为ADCI, 使用色谱纯化,危险试剂或极端条件。 通过氨暴露将原料转化为相应的亚胺,并在氰化钠存在下用丙酮氰醇直接转化成5-氨基-5-氰基环庚烯中间体。 中间体使用溴环化,随后用氰基硼氢化钠还原溴 - 碳键。 通过选择性水解获得目标化合物。 总产率达到46%以上。