5-乙酰胺甲基-3-[3-氟-4-(1-哌嗪基苯基)]异噁唑啉的合成

Synthesis of 5-(Acetamidomethyl)-3-[3-fluoro-4-(1-piperazinyl)phenyl] isoxazoline

以3,4-二氟苯甲醛、盐酸羟胺为原料,经缩合反应、氯代反应制得3,4-二氟苯肟氯代物(3);以烯丙基胺为原料经乙酰化反应制得乙酰烯丙基胺(4);化合物3与化合物4经环合反应、哌嗪取代反应合成终产物5-乙酰胺甲基-3-[3-氟-4-(1-哌嗪基苯基)]异噁唑啉(1)。总收率为30.2%,纯度为99.1%(HPLC)。

The title compound I is an useful intermediate of isoxazolyl anti-microbial agents. It could be synthesized in several steps. Firstly, condensation of 3,4-Difluorobenzaldehyde and hydroxylamine hydrochloride followed by chlorination with NCS gave chlorinated 3,4- difluorobenzoxime _3. Secondly, reaction of allylamine with acetyl chloride gave acetyl allylamine 4. Finally, title compound 1 was obtained from 3 and 4 in an overal yield of 30.2% （based on 3,4difluorobenzaldehyde） with a purity of 99.1% （HPLC）.