申请人:American Cyanamid Company
公开号:US04087611A1
公开(公告)日:1978-05-02
A process for the manufacture of 1-(2-alkoxyethyl)-4-phenyl-4-imidazolin-2-ones, 1-(2-alkoxyethyl)-4-phenyl-2-imidazolidones, 1-(2-alkoxyethyl)-4-phenyl-imidazolidine-2-thiones, certain of the corresponding 1-(2-hydroxyethyl) derivatives, and their 3-acylated derivatives, and certain related compounds which are all useful as intermediates in a new process for the manufacture of the anthelmintic levamisole, (-)-2,3,5,6-tetrahydro-6-phenylimidazo-[2,1-b]thiazole, and its derivatives through conventional resolution procedures. The new process also permits the direct manufacture of optically active 1-(2-alkoxyethyl)-4-phenyl-2-imidazolidone and their 3-acylated derivatives, optically active 1-(2-alkoxyethyl)-4-phenylimidazolidine-2-thiones, and levamisole, the levorotatory isomer of tetramisole, using catalytic amounts of a chiral reducing agent, with the elimination of conventional resolution procedures.
一种制造1-(2-烷氧基乙基)-4-苯基-4-
咪唑啉-2-酮、1-(2-烷氧基乙基)-
4-苯基-2-咪唑烷酮、1-(2-烷氧基乙基)-
4-苯基咪唑啉-2-
硫酮、相应的1-(2-羟乙基)衍
生物及其3-酰化衍
生物和某些相关化合物的工艺,这些中间体在一种新的工艺中非常有用,该工艺通过常规的分辨过程制造驱虫药左旋丙
硫咪唑,(-)-2,3,5,6-四氢-6-苯基
咪唑[2,1-b]
噻唑醇及其衍
生物。该新工艺还允许使用手性还原剂的催化量直接制造手性1-(2-烷氧基乙基)-
4-苯基-2-咪唑烷酮及其3-酰化衍
生物、手性1-(2-烷氧基乙基)-
4-苯基咪唑啉-2-
硫酮和左旋丙
硫咪唑,而无需进行常规的分辨过程。