N-二氯乙酰基噁唑烷类衍生物的合成及生物活性

Synthesis and Biological Activities of N-dichloroacetyl oxazolidines

摘要:

首先选用硝基烷与醛反应，合成了4-硝基-3-己醇，3-硝基-4-庚醇及2-硝基-1-苯基丙醇，经铁粉和浓盐酸还原得到4-氨基-3-己醇、3-氨基-4-庚醇及2-氨基-1-苯基丙醇。然后以三乙胺为缚酸剂，以氨基醇、酮和二氯乙酰氯为原料，合成了六个二氯乙酰基噁唑烷类潜在的除草剂安全剂，产率分别为54.58%、74.39%、53%、79%、88.52%及66.72%。产物结构进行了红外、1HNMR、13CNMR及元素分析表征。并对Ⅲc物质进行了单晶结构解析。初步的生物测定实验表明，在乙草胺毒土浓度为10mg/kg时，化合物Ⅲc 浸种浓度为50μM时玉米株高恢复率达81.92%。

Abstract:

At first, 4-nitro-3-hexanol, 3-nitro-4-heptanol and 2-nitro -1-phenyl -1-propanol were synthesized with nitroalkane and aldehyde ; then they were reduced to 4- amino -3-hexanol, 3 amino -4-heptanol and 2- amino -1-phenyl -1-propanol with iron powder and concentrated HCl . The six title compounds as latent herbicide safener were prepared from amino alcohol, acetone and dichloroacetyl chloride with triethylamine as acid acceptor in the yield of 54.58%、74.39%、53%、79%、88.52% and 66.72%。 respectively. The structures of the compounds were confirmed by IR、 1H NMR、13C NMR and elemental analysis，and the compound of Ⅲc was further characterized by X-ray diffraction. The preliminary biological test show that the recovery rates of the plant height could attain 81.92% with 50μM of compound Ⅲc when the concentration of acetochlor in the soil was 10mg/kg.