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Position: Home > Articles > Study of Synthetic Process of Novel Herbicide Saflufenacil World Pesticides 2017 (5) 35-38

新型除草剂苯嘧磺草胺的合成研究

作  者:
刘安昌;余玉;郑怡倩;汪鲁焱
单  位:
武汉工程大学化工与制药学院
关键词:
苯嘧磺草胺;除草剂;合成
摘  要:
以2-氯-4-氟苯甲酸为起始原料,经硫酸和硝酸硝化,氯化亚砜酰化后与N-甲基-N-异丙基磺酰胺反应得到化合物N-(2-氯-4-氟-5-硝基苯甲酰)-N′-异丙基-N′-甲基磺酰胺;制得N-(2-氯-4-氟-5-硝基苯甲酰)-N′-异丙基-N′-甲基磺酰胺经钯碳加氢硝基还原,然后与氯甲酸乙酯反应得到化合物N-[2-氯-4-氟-5-{(乙氧基羰基)氨基}苯甲酰]-N′-异丙基-N′-甲基磺酰胺;N-[2-氯-4-氟-5-{(乙氧基羰基)氨基}苯甲酰]-N′-异丙基-N′-甲基磺酰胺与3-甲基氨基-4,4,4-三氟丁烯酸乙酯进行环化,得到目的产物苯嘧磺草胺。总收率68.0%(以2-氯-4-氟苯甲酸计)。经核磁谱图分析,所得化合物与目的产物苯嘧磺草胺结构一致。
译  名:
Study of Synthetic Process of Novel Herbicide Saflufenacil
作  者:
LIU Anchang;YU Yu;ZHENG Yiqian;WANG Luyan;The School of Chemical and Pharmaceutical, Wuhan Institute of Technology;
关键词:
saflufenacil;;herbicide;;synthesis
摘  要:
2-Chloro-4-fluorobenzoic acid was nitrated by salflufenacil acid and nitric acid, acylated by thionyl chloride, then reacted with N-methyl-N-(1-methylethyl)sulfamoylamide to give the compound of N-(2-chloro-4-fluoro-5-nitrobenzoyl)-N'-isopropyl-N'-methylsulfamide. The compound latter was hydrogenated by palladium carbon, then reacted with ethyl chloroformate to give the N-[2-chloro-4-fluoro-5-{(ethoxycarbonyl)-amino}benzoyl]-N'-isopropyl-N'-methylsulfamide. The purposed compound of saflufenacil was obtained by the reaction of ethyl 4,4,4-trifluoro-3-(methylamino)-2-butenoic with N-[2-chloro-4-fluoro-5-{(ethoxycarbonyl)-amino}benzoyl]-N'-isopropyl-N'-methylsulfamide. The total yield is over 68.0%(Calculated as 2-chloro-4-fluorobenzoic acid). Through the analysis of nuclear magnetic resonance(1 HNMR), the structure of the purposed compound is consistent with saflufenacil.

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