N-二氯乙酰基噁唑烷类衍生物的合成及生物活性

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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(或醛)和二氯乙酰氯为原料,合成了6个二氯乙酰基口恶唑烷类潜在的除草剂安全剂,分别为N-二氯乙酰基-2,2,4-三甲基-1,3-口恶唑烷、N-二氯乙酰基-4-甲基-2-丙基-1,3-口恶唑烷、N-二氯乙酰基-3-甲基-1-氧杂-4-氮杂螺[4.5]癸烷、N-二氯乙酰基-2,3-二乙基-1-氧杂-4-氮杂螺[4.5]癸烷、N-二氯乙酰基-3-乙基-2-丙基-1-氧杂-4-氮杂螺[4.5]癸烷及N-二氯乙酰基-3-甲基-2-苯基-1-氧杂-4-氮杂螺[4.5]癸烷,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光谱、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,在每kg土含10 mg乙草胺的毒土中,化合物Ⅲc浸种浓度为50μmol/L时玉米株高恢复率达81.92%。 First of all, 4-nitro-3-hexanol, 3-nitro-4-heptanol and 2-nitro-1-phenylpropanol were synthesized by the reaction of nitroalkane and aldehyde to obtain 4 Amino-3-hexanol, 3-amino-4-heptanol and 2-amino-1-phenylpropanol. Then, the potential herbicide safeners of 6 dichloroacetyl oxazolidines were synthesized by using triethylamine as acid-binding agent, amino alcohol, ketone (or aldehyde) and dichloroacetyl chloride as N-dichloroacetyl-2,2,4-trimethyl-1,3-oxazolidine, N-dichloroacetyl-4-methyl-2-propyl-1,3-oxazole N-dichloroacetyl-3-methyl-1-oxa-4-azaspiro [4.5] decane, N-dichloroacetyl-2,3-diethyl-1-oxa- Azaspiro [4.5] decane, N-dichloroacetyl-3-ethyl-2-propyl-1-oxa-4-azaspiro [4.5] decane and N-dichloroacetyl Methyl-2-phenyl-1-oxa-4-azaspiro [4.5] decane in 54.58%, 74.39%, 53%, 79%, 88.52% and 66.72% yield, respectively. The product structure was characterized by IR, 1HNMR, 13CNMR and elemental analysis. The crystal structure of Ⅲc was also analyzed. Preliminary bioassay experiments showed that the recovery rate of maize plants was 81.92% when the soaking concentration of compound Ⅲc was 50 μmol / L in the soils containing 10 mg acetochlor per kg soil.
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