申请人:The B.F. GOODRICH Company
公开号:EP0024337A1
公开(公告)日:1981-03-04
Synthesis have been discovered for the preparation of 2-keto-1,4-diazacycloalkanes and their derivatives.
A. A synthesis wherein a cis-3,3-dialkyl-3,4-dihydro- quinoxalin-2-one is hydrogenated in the presence of a suitable hydrogenation catalyst, at elevated temperature and pressure, to yield a cis-3,3-dialkyl decahydroquinoxa- lin-2-one.
B. A synthesis wherein trans-1,2-diamino-cyclohexane is reacted with acetone cyanohydrin in the presence of water to yield trans-3,3-dimethyl-decahydroquinoxalin-2- one.
C. A synthesis wherein a cyclic or acyclic 1,2-diamine is reacted with cyclic or acyclic cyanohydrins in the presence of aqueous NaOH and in the presence of an «anium salt» catalyst in conjunction with a haloform to yield a polysubstituted 2-keto-1,4-diazacycloalkane.
D. A synthesis wherein a preselected 1,2-diamine is reacted with a saturated acyclic or cyclic monoketone, and a haloform in the presence of (i) an onium salt catalyst (ii), an organic solvent, and (iii) aqueous alkali.
Transisomers of polysubstituted quinoxalin-2-ones may now be prepared.
发现了制备 2-酮基-1,4-二氮杂环烷及其衍生物的合成方法。
A.一种合成方法,其中顺式-3,3-二烷基-3,4-二氢-喹喔啉-2-酮在适当的氢化催化剂存在下,在升高的温度和压力下氢化,生成顺式-3,3-二烷基十氢喹喔啉-2-酮。
B.反式-1,2-二氨基环己烷与丙酮氰醇在水存在下反应生成反式-3,3-二甲基十氢喹喔啉-2-酮的合成方法。
C.一种合成法,其中环状或无环的 1,2-二胺与环状或无环的氰醇在 NaOH 水溶液和 "铵盐 "催化剂的存在下与卤代烃反应,生成多取代的 2-酮基-1,4-二氮杂环烷。
D.一种合成方法,其中预选的 1,2-二胺与饱和无环或环状单酮和卤代烃在(i) 钕盐催化剂(ii)、有机溶剂和(iii)水碱存在下反应。
现在可以制备多取代喹喔啉-2-酮的反式异构体。