| 一种新的苯磺酰脲类除草剂的合成 |
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| 引用本文： | 刘长春,金德宽,苏文莉. 一种新的苯磺酰脲类除草剂的合成[J]. 北京工商大学学报(自然科学版), 2003, 21(2): 11-13 |
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| 作者姓名： | 刘长春 金德宽 苏文莉 |
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| 作者单位： | 江苏食品职业技术学院,生物化工系,江苏,淮安,223001 |
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| 摘 要： | 以N-正丁基-2-甲酯基-5-甲基苯磺酰胺(Ⅰ)和N-(4,6-二甲氧基嘧啶-2-基)苯基氨基甲酸酯为主要原料合成了N-(4,6-二甲氧基嘧啶-2-基)-N′-(5-乙酰胺甲基-2-甲酯基苯磺酰基)脲(Ⅶ). 与N-溴琥珀酰亚胺反应,得到N-正丁基-5-溴甲基-2-甲酯基苯磺酰胺(Ⅱ),产率60%; 和叠氮化钠反应得N-正丁基-5-叠氮甲基-2-甲酯基苯磺酰胺(Ⅲ),产率73%; 经催化加氢得N-正丁基-5-氨甲基-2-甲酯基苯磺酰胺(Ⅳ),产率75%; 用乙酰氯酰化得N-正丁基-5-乙酰胺甲基-2-甲酯基苯磺酰胺(Ⅴ),产率90%; 经取代得5-乙酰胺甲基-2-甲酯基苯磺酰胺(Ⅵ),产率77%; 和N-(4,6-二甲氧基嘧啶-2-基)苯基氨基甲酸酯缩合,得到,产率63%.
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| 关 键 词： | 苯磺酰脲 除草剂 合成 |
| 文章编号： | 1671-1513(2003)02-0011-03 |
| 修稿时间： | 2003-01-06 |
SYNTHESIS OF A NEW PHENYLSULFONYLUREAS HERBICIDE |
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| Abstract: | N 5 acetamidomethyl 2 methoxycarbonylbenzensulfonamide(Ⅶ) was prepared with N tert butyl 2 methoxycarbonyl 5 methylbenzensulfonamide(Ⅰ) and N (4,6 dimethoxypyrimidin 2 yl)phenylcarbamate as main reactants. Ⅰ reacted with N bromosuccinimide to give N tert butyl 5 bromomethyl 2 methoxycarbonylbenzenesul fonamide(Ⅱ) in 60% yield. Ⅱ reacted with sodium azide to give N tert butyl 5 azidomethyl 2 methoxy carbonylbenzenesulfonamide(Ⅲ) in 73% yield. Hydroge nation of Ⅲ gave N tert butyl 5 aminomethyl 2 methoxycarbonylbenzenesulfonamide(Ⅳ) in 75% yield. Ⅳ was acylized by acetyl chloride ,leading to N tert butyl 5 acetamidomethyl 2 methoxycarbonylbenzenesulfonamide(Ⅴ) in 90% yield.Ⅴ was coverted to 5 acetamidomethyl 2 methoxycarbonylbenzenesulfonamide(Ⅵ) in 77% yield. Ⅵ condensed with N (4,6 Dimetho xypyrimidin 2 yl)phenylcarbamate to form Ⅶ in 63% yield. |
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| Keywords: | phenylsulfonylurea herbicide synthesis |
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